Find and rent the best Orlando, Florida boat rentals

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Top Orlando, FL Boat Rentals and Yacht Charters

Rent a HURRICANE deck boat in Rockledge, FL near me

Rockledge, FL

19 ft Hurricane Deck Boat

Rent a CREST PONTOONS pontoon in Clermont, FL near me

Clermont, FL

2022 Pontoon Boat ready to enjoy the Clermont Chain of Lakes!

Rent a Hurricane Boats deck boat in Merritt Island, FL near me

Merritt Island, FL

22Ft hurricane deck boat let the fun begin

Rent a GODFREY MARINE pontoon in Winter Haven, FL near me

Winter Haven, FL

Beautiful 20’ Pontoon for Fishing and Pleasure in Winter Haven, FL!

Rent a MALIBU BOATS ski and wakeboard in Minneola, FL near me

Minneola, FL

Wakesurfing Lake Minneola

Rent a CREST PONTOONS pontoon in Edgewater, FL near me

Edgewater, FL

2023 Lexington 21' ft Pontoon for rent in Edgewater, FL!

Rent a Bayliner bow rider in New Smyrna Beach, FL near me

New Smyrna Beach, FL

Beatiful Bayliner V6 Mercruiser

Rent a Sea Hunt Boats center console in Merritt Island, FL near me

Boat Day For Tha Girls ☀️

Rent a CORRECT CRAFT NAUTIQUE ski and wakeboard in Leesburg, FL near me

Leesburg, FL

Delivery Available- Wakeboard or Surf with Exceptional Ski Boat

Rent a TAHOE PONTOONS pontoon in Clermont, FL near me

2022 24' TriToon 200Hp Tahoe Boat Free Skis n Tube

Rent a Sea Fox center console in Orange City, FL near me

Orange City, FL

Delivery Available- Spend the day on Sea Shift

Rent a YAMAHA bow rider in Edgewater, FL near me

Yacht Certified 27' Beautiful Brand New Yamaha 275SD

Rent a SYLVAN MARINE pontoon in Merritt Island, FL near me

"Luxury Pontoon: Seats 12 with Leather Seating and Bar for Ultimate Fu

Rent a ALK2 center console in Deltona, FL near me

Deltona, FL

Family, Fish, Fun, and Sun

Rent a GODFREY MARINE pontoon in Sanford, FL near me

Sanford, FL

Sweetwater 2286 BF Pontoon Boat on Beautiful Lake Monroe, FL

Rent a STARCRAFT MARINE pontoon in Rockledge, FL near me

Brand new 23ft Starcraft Pontoon Boat

Rent a Bennington Marine pontoon in Edgewater, FL near me

24 Ft bently pontoon boat holds 12 adults

Rent a YAMAHA jet boat in Orlando, FL near me

Orlando, FL

Private Charter Boat Yamaha 2021!!!!!

How to rent a boat in orlando, find the perfect boat.

Enter your desired location and date to explore our fleet of boat, Orlando, FL, United Statess.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Orlando’s Most Popular Experiences

Start your Orlando boat rental trip by exploring the many preserves and parks in the surrounding area. Wekiwa Springs State Park Wekiwa Springs State Park is suitable for biking, camping, or riding horses. The park is part of the Great Florida Birding and Wildlife Trail, so there are many miles of trails and water activities such as fishing, swimming, and canoeing. Snorkeling is allowed in the lake's shallows, and there is a playground near the picnic area. Tibet-Butler Preserve Set sail through the park on your Orlando rental boat through Central Florida. Once you dock, you can visit the Vera Carter Environmental Center, which has several exhibits and displays that help you enjoy and understand more about the natural beauty of Central Florida. Merritt Island There is a huge variety of birds and fish in the Merritt Island National Wildlife Refuge. You can also find otters, bobcats, manatees, sea turtles, deer, and even an alligator on the beach. You can do some fishing or birding watching, or simply stroll along any of the six maintained hiking trails. The park is generally open from sunrise to sunset. So bring a fishing boat and cruise around as you spend a day in nature.

Orlando Boat Rentals

Orlando’s Best Bodies of Water

small sailboat orlando

Lake Eola Park is a small lake in the middle of downtown Orlando, with a sidewalk that circles the water for a mile. You can rent a deck boat and enjoy the striking views of downtown Orlando's skyline as you cruise around on a self-guided boat tour.

small sailboat orlando

Lake Monroe

Lake Monroe is one of the largest lakes in the Orlando area. Dock your Orlando boat rental at Monroe Harbour Marina and then explore historic downtown Sanford just a few blocks away. You can find the RiverWalk along the lakeshore on both sides of the marina, which is a good place to get a bit of exercise after being on the water all day.

small sailboat orlando

Lake Jesup has been considered one of the lakes with Florida's densest alligator population. You can often see eagles (as well as osprey) watching for fish, so pay close attention to where the birds are if you decide to cast a few lines from your Orlando fishing boat rental.

Got questions?

Frequently asked questions

How much is it to rent a boat in Orlando?

The cost to rent a boat in Orlando starts at $89 per hour, depending on the amount of time that you would like to use the boat.

How much does it cost to rent a small yacht?

The cost to rent a small yacht in Orlando starts at $1300 and be up to $9,999+ depending on the amount of time that you would like to use the yacht.

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Can passengers drink on a boat in Florida?

If you operate a boat in Florida while intoxicated, you can face stiff penalties. Someone operating a boat with a BAC could be charged with the more serious offense of boating under the influence (BUI). This can include fines, revoked driver's licenses, and possibly jail time.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat's size and how many life jackets are on board. Currently, the coast guard allows a maximum of 10-12 people on a Boatsetter rental boat.

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit: https://www.boatsetter.com/luxury-yacht-charters

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each boat charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rental experience please visit: https://www.boatsetter.com/luxury-yacht-charters

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat rental depends on the size, location, and rental time of the pontoon boat. Prices can range anywhere from $200 or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you're wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That's it! You're officially on your way to a fantastic day out on the water.

How much does it cost to rent a yacht?

The cost of a yacht rental depends on the boat's size and the amount of time you'll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting: https://www.boatsetter.com/luxury-yacht-charters

Top boat rental reviews in Orlando, FL

small sailboat orlando

24 Ft bently...

We took our family of 7 and 2 dogs on this boat. It was great! Owner put the boat in the water for us. He went over...

small sailboat orlando

2022 Pontoon Boat...

Johnathan was awesome! Incredibly friendly, even suggested some cool spots on the lake to swim and hangout. The boat...

small sailboat orlando

Sweetwater 2286...

Second time with Sebastian and we had a great time! Will be renting again soon.

small sailboat orlando

Delivery...

small sailboat orlando

Johnathan was a great host. Boat was in fabulous condition and he was extremely nice! Went through some I struction...

small sailboat orlando

Jonathan, was very professional and friendly explaining the features on his new boat. Excellent ride, awesome scenic...

small sailboat orlando

Jonathon was great and his boat was perfect! Everything that we could expect and more. We will definitely rent from...

small sailboat orlando

Great experience! Jonathan is friendly and did a great job explaining how to use/drive his boat. The boat was...

Boat was in a great condition and Scott is very efficient. I will book again!

small sailboat orlando

Had a great time! Great service and communication

small sailboat orlando

Jon was great! So responsive and told us all the spots to go on the Lake. Will definitely rent from him again!!

small sailboat orlando

19 ft Hurricane...

Boat at the dock on time, in great condition, Jamie gave us tips about where to visit and what to look out for. ...

small sailboat orlando

Boat rentals in Orlando, FL

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Sailing Orlando

Photo of Sailing Orlando - Orlando, FL, US. Capture a Central Florida Sunset

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About the Business

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Sailing Orlando is dedicated to bringing the thrill of sailing to the Central Florida community and its visitors. As the first and only sailing tour in Orlando, our 2-hour private sailing tours provide a unique opportunity to sail a 25 foot sloop-rigged sailboat. Our trips provide tourists with a fun and educational way to learn some of the basics of sailing while they soak up the Florida sunshine. With an experienced sailor at the helm, you can unwind while your guide handles all of the work. Bring your favorite food and beverages, turn up the music, and unwind on the water during a Florida sunset! Our certified Sailing Instructor also offers sailing lessons where you can earn your certification from the American Sailing Association! …

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What a wonderful experience! The boat was clean, plenty of room on deck and below deck, very knowledgeable owners of the boat! Lake Fairview was beautiful at sunset and going to The Grill afterwards for a bite and drinks was the cherry on top! I would highly recommend this ride for all ages!

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Beachside Sailing

Sailing Lessons and Rentals

Welcome to Beachside Sailing!

We Have a New Owner! Please see the Blog Page for an introduction.

Enjoy sailing on the breathtaking waters of the Atlantic Ocean, off the coast of world famous Cocoa Beach, or through the calm, protected waters of the Indian River Lagoon.  Whether you are just getting your sea legs or a veteran sailor, Beachside Sailing is your destination for sailing and seafaring off East-Central Florida’s shorelines and estuaries of the Intracoastal Waterway.   Contact Beachside Sailing  today to book an excursion and get underway!

ASA Certified Sailing School

We are an ASA certified sailing instruction and certification facility, offering sailing lessons ranging from basic beginners’ courses to more advanced theory and navigation skills. Our classes include ASA certifications 101, 103 & 104.  Not sure if you even like sailing?  No problem!  We offer a general Introduction to Sailing class at an unbeatable rate you won’t find anywhere else.

A Beachside Near You…

We are located at Harbortown Marina in Merritt Island, FL, just a few minutes from Cocoa Beach and Port Canaveral. We are within easy reach of Orlando and the associated theme parks.  Our location makes for a perfect vacation destination for tourists and locals alike in the East-Central Florida and greater Brevard County regions.

We conduct all charters and rentals by reservation. Call us at 321-624-5537 to book!

[email protected]

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  • Boat, Eco & Paddle Tours and Rentals

Sailing Orlando

  • 2200 Lee Road Orlando, FL 32810
  • (407) 758-2730
  • Explore boats
  • Text (910) 447-2456 Call (910) 447-2456
  • Orlando, FL

Orlando is a top amusement park and beach destination in Florida. Read on for all the info you need to enjoy this amazing destination as a tourist!

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Your best guide to Sailing in Orlando

Orlando fulfills the sailing dreams of every tourist. Beautiful beaches, amazing cuisine and fun activities await all visitors!

Orlando is truly one of the most beautiful and remarkable places in Florida. Whether young or old, taking a sailboat rental in Orlando, FL to explore this city is always a magical experience.

Its theme parks provide ample opportunities for shopping, cuisine, attractions, and live entertainment. There are also lots of springs and airboat rides in the Everglades to explore in a private boat rental in Orlando, FL.

If you are a lover of adventure, Orlando, FL, sailing brings one of the most unique and unforgettable experiences in Florida. We will explore all of Orlando’s beauty and attractions in this guide and go over the best beaches in boat charters in Orlando, FL.

Exploring Orlando - Things to see

Orlando has many attractions both on land, and in the water in Orlando, FL boat rentals. This city has extensive miles of untouched wilderness, fascinating museums, and theaters, coupled with the best dining and nightlife you can find in Florida.

Orlando is also less than an hour from every coast, so you are not too far away from sailing in Orlando, FL charter boats. To the south, you will find Lake Buena Vista, a great place to visit in boat rentals in Orlando, FL.

Orlando has lots of gardens and parks. UCF Arboretum is an arboretum and botanical garden with hundreds of different species of plants in cultivated gardens. This area also includes a conservatory, a bromeliad sanctuary, gardens, a swamp habitat, and wetland plants on display.

Visit Harry P. Leu Gardens, a collection of beautiful landscaped gardens and lakes featuring flora gathered all over the world. It also includes Florida’s largest rose garden. When you are on your luxury yacht rental in Orlando, FL, make sure to stop by and admire this beauty.

Orlando also has lots of interesting museums. The Orlando Museum of Art features exhibitions of American portraits, impressionist art, and landscapes, along with the art of the ancient Americas. The Orlando Science Center is a learning center with hundreds of exhibits teaching health and fitness, as well as an observatory.

Exploring Orlando - Things to do

The beaches in Orlando are great to explore in an Orlando, FL yacht charter, but there is also so much fun on land.

Orlando’s theme parks and attractions offer some of the best Orlando, FL boat tours in Florida. Universal Orlando has two theme parks, a water park, luxury accommodations, shopping, and dining areas.

SeaWorld Orlando is one of the best places to rent a boat in Orlando, FL, and explore. It is a marine theme park with roller coasters and animal shows. Nearby Walt Disney World has four theme parks, water parks, golf courses, as well as areas for shopping and dining,

Orlando Mall hosts brands such as Macy's, American Girl, Dillard's, JCPenney, and Sears. If you want to enjoy the Orlando nightlife visit Central Boulevard and Orange Avenue downtown. Here you will find many bars, along with dozens of cafes and pubs.

Best beaches in Orlando, Florida

Orlando’s central location provides perfect access to Florida’s magnificent beaches. There is no shortage of water to sail in your yacht charter in Orlando, FL, on the Atlantic or Gulf coast. Whether your preference is a secluded beach or a crowded beach for party boat rental in Orlando, FL, there are plenty of options to choose from.

Take the boat rentals in Orlando, Florida to Cocoa Beach. This beautiful beach is a hot spot for surfers due to its dramatic waves. The kids can also build sandcastles and play in the sand, so there is plenty to keep them entertained.

The Cocoa Beach Pier is an iconic and charming spot filled with shops, live music, restaurants, and spectacular views of the ocean. This family beach also has guided tours on the Orlando, FL, boat rental with captain.

Visit Daytona Beach in your boat rentals in Marathon, Florida . This popular beach is famous for its seasonal parties, and is a hotspot for college students and young people. This lively beach is also one of the best beaches for families in Florida. It has lush sand and turquoise water, a vast boardwalk, an arcade, and amusements for the kids. Boat rentals in Islamorada, FL , also take guests on a tour of the water and surrounding Atlantic.

Take one of the yacht rentals in Florida to New Smyrna Beach, along Florida's Atlantic coast. This lovely beach is a local favorite for its proximity to the shore. The beach also has a large surf and walkable sand. Once you are done boating in Key Largo boat rental , head out to the adorable beach town. Here you will find lovely boutiques and a variety of restaurants.

Clearwater is a great spot to sail to, and Ormond Beach is a great beach to explore in Clearwater sailboat rentals . This beach is located north of Daytona and is one of the best family beaches near Orlando. It is backed by lovely dunes and a more tranquil atmosphere.

Located along the Tomoka River and the Atlantic Ocean, lots of fun await you here in boat rentals in Clearwater, FL . You can lay on the sand, go fishing and watch marine life, check out the historical landmarks and immaculate gardens.

If you are keen on locations to enjoy luxury yacht rentals in Miami Beach, FL , cruise, then check out Canaveral National Seashore. This natural wonderland has beautiful wildlife, from sea turtles to bald eagles. With the Kennedy Space Center closeby, you also get the chance to see NASA rockets in your yacht rentals in Miami Beach, FL .

This barrier island spans miles of tranquil, secluded, and pristine Atlantic Ocean coast. Popular activities in party boat rental in Miami, FL here include kayaking, canoeing, fishing, swimming, and boating.

Take the Miami boat rentals to Flagler Beach. It is a half hour boat rentals in Key West, FL , from Orlando. It also features a small beach town of the same name. The beach has clean golden sand and warm surf. It appeals to tourists who love to swim, sunbathe, and surf. The nearby town is also very charming, with adorable shops and restaurants. Take a tour of this lovely beach when you get one of the boat rentals in Fort Lauderdale, FL .

Vero Beach is one of the best locations on a boat rental in Marathon, FL . This is a barrier island located between the Indian River and the Atlantic Ocean. This beach has history with treasure-carrying Spanish ships, so check for treasures while sailing here!

You can lounge beachside, go for a swim, or book boat rentals in Miami Beach, FL , and trip on the Indian River Lagoon. There are many stores and restaurants, along with quaint local cafés for laid-back refreshments on the beach.

Take the Tampa boat rentals to Melbourne Beach, an hour from Florida's coast. This beach is an oasis island located between the Atlantic Ocean and the Indian River. Tourists love to visit this place for a bit of serenity, especially couples.

The beach is rarely crowded, and the shops and restaurants offer great services at affordable prices.

Exhibits include a beautiful wooden pier, which provides an excellent fishing destination and sunset-watching venue.

The clear water is brimming with diverse marine life such as stingrays and manatees. Look out for them while sailing in your Marco Island boat rental .

If you are exploring options in a boat rental in Cape Coral, FL , we recommend Sebastian Inlet State Park. This beach doubles as a park and premier saltwater fishing spot for travelers. It has over three miles of fine sandy beaches that host some of the best surfing adventures.

Fun activities in your boat rental in Fort Myers, FL , include snorkeling, scuba diving, surfing, kayaking, and shell hunting.

Indialantic Beach is so named because of its prime location on the Atlantic and Indian River. This beach is about an hour’s ride in a boat rental in Naples, FL , from Florida’s Atlantic coast. This barrier beach is a wonderful place to visit with kids and great for picnicking and family vacations. Another great feature of the beach is it is never crowded, so there is enough water to explore in your boat rental in St. Petersburg, FL .

Finally, the beautiful Satellite Beach is a gorgeous beach just over an hour from Orlando. This pretty spot is one of the best locations for tours in Orlando, FL boat rental with captain. Tourists visit here for its fun and relaxing nature for couples and families alike. Attached to a small town, there are plenty of fun activities here. You can go surfing, swimming, host picnics and BBQ parties and lots more. The sun can get hot here, so you should go for a refreshing float on a boat rental in Hollywood, Florida in the water.

Visit Orlando, Florida today

We have explored the fun and adventures awaiting you in Orlando, Florida, and the best beaches to go Orlando, FL sailing. Whether on yacht rentals in Miami South Beach, FL , or you are checking out the amusement parks and museums, Orlando has a treat in store for all visitors. If you want to give the kids the most memorable vacation, plan your vacation to Orlando today.

Most Popular Yacht Rentals in Orlando, FL

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We Make Sailing Fun and Affordable

Find your dream sailboat at an affordable price, improve your sailing skills with expert advice.

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Enjoy the freedom and Excitement Of Sailing

Mission statement.

We at Rick’s Small Sailboats LLC are dedicated to breaking down barriers & clearing up misconceptions that prevent people from learning & participating in the exciting sport of sailing. We want to provide all people with the skills they need to confidently & safely enjoy sailing without regard to age, skin color, religion, or sexual orientation.

Learn more about the business model we have developed to ensure we succeed in our above-stated mission.

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Set Sail with Rick's Small Sailboats: Your Affordable and Accessible Sailing Solution

Experience the joy and freedom of sailing without breaking the bank. At Rick's Small Sailboats, we believe that sailing should be accessible to everyone, which is why we offer a range of affordable sailboats to suit a variety of budgets. Don't miss out on the thrill of sailing and the satisfaction of mastering a new skill due to high costs and complexity. Contact us today to find your dream sailboat and unlock the freedom of sailing!

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All boats we sell are in ready to sail and ready to trailer condition.

All boats we sell come with all equipment required by the Coast Guard

8 hour sailing lesson taught on the boat you bought from us included in price of boat

Free 1 year Boat US Membership when you buy a boat from us

Ongoing Customer Support, just call or e-mail Rick

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Sail Away  in 3 Easy Steps

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Choose Your Sailboat

Our team will help you find the perfect sailboat to fit your needs and budget.

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Take an 8-Hour Sailing Lesson

Our experienced instructors will teach you the fundamentals of sailing on your new boat, giving you the confidence and knowledge to sail on your own

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Enjoy Sailing and Support

You can call us with any questions or concerns as you continue to sail and enjoy the sport

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"Thanks to Rick's Small Sailboats, I became a confident and skilled sailor."

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Sailing Should be Accessible to Everyone

At Rick's Small Sailboats, we believe that sailing should be accessible to everyone. We offer affordable sailboats and expert instruction to make sailing a fun and rewarding experience for all. Our knowledgeable team is always available to answer any questions and provide ongoing support to our customers.

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small sailboat orlando

Address: 4503   N Orange Blossom Trail Orlando, FL 32804

Let your spirits catch the wind! Go boating!

15% discount for Military and first responders

Lake Fairview Marina Inc

Orlando's full-service marina!

Welcome to Lake Fairview Marina!

In this world, only a few activities can compete with the thrill of being out on the water while in the company of friends and family. At Lake Fairview Marina, we make it easy to enjoy the best Florida has to offer: sun, water, and fun! Our team offers boat lessons and pontoon boat rentals, sailing lessons and rentals, kayaks, paddleboards and more.

For the boater at heart, we offer secured storage, boat and trailer repairs, a ship store and much more .

Located in Orlando we are a short drive from either coast , which makes us a perfect centralized location for all your boating needs. 

So make the investment into boating with Orlando's friendliest Marina and boat dealers, Lake Fairview Marina!

We offer 15% discount for Military and first responders!

small sailboat orlando

Boating Center

In the world of boats, few models beat the popular pontoon boat. These fun-oriented boats offer ample room to lounge and soak up some rays, fish from just about any side, or stay in the shade for some "cool" conversations. If you are in the mood for some fun in the sun, you can't go wrong with a pontoon boat. Next time you feel the call of the water, come rent ours right here at Lake Fairview.

Sailing Center

If the quiet exhilaration of wind power is more your speed, if the wind gods call your name every time the trees move, then there is no better place to answer the call than our Sailing Center. If you don't know a lick about "starboard", "tacks" and "gybes", then our sailing instructors will have you "ship-shape" and speaking the sail or's lingo in no time. From lessons to rentals, sales of used and new boats our sailing center is where sailing happens in Orlando. Come visit us the next time your wind chimes start rocking!

small sailboat orlando

Boat Rentals

If you have the need, the need for speed, our pontoon boat is sure to disappoint. This beautiful gentle beast will leisurely carry you and your band of sun-soaking, fishing-crazed, smiling pirates and mates around our beautiful lake Fairview for a couple of hours or a day filled with Florida lake vibes.

Boats for Sale!

small sailboat orlando

SeaDoo Utopia 205 Jet boat

small sailboat orlando

Tahoe Ski & Fish Q4

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Southwind 212SD

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Bentley Pontoon boat

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Windsurfing and Foil Lessons

Call us today! 407-295-0117

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CONTACT INFORMATION

Address: 450 3 N Orange Blossom Trail Orlando, FL 32804

Phone: (407) 295-0117

Fax: 407 295 0119

Email: [email protected]

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Sailing Orlando

Sharing the Beauty of Sailing with Central Florida

  • Tours & Rentals

Sailing Lessons

American sailing association certification course.

Have you ever desired to learn to sail? American Sailing Association (ASA)-accredited schools offer sailing lessons with hands-on training in sailing fundamentals. This comprehensive 15-hour sailing course includes practical instruction in the rigging of a boat, raising a sail, and using the wind to steer a full-keel sailboat. Additionally, students learn boat docking, tying knots, and other crucial safety procedures. In these sailing n lessons, not only can you  learn to sail a small keel sailboat, you can also receive your official ASA 101 sailing certification.

Sailing Lessons - American Sailing Association - Sailing Orlando

Sailing lessons are taught in small groups of up to 4 so that students can learn and progress at their own pace. Private classes can be flexible around your schedule! Simply call to schedule a class that works for you. Classes are hosted by and taught at Lake Fairview Marina.  Please check their website here for current pricing and availability.  

Group Class Price: $475.00 per person.  Contact Lake Fairview Marina for details.  

Please Note:

* Books are available to purchase for $39.95

* Class requirements include a minimum of 2 students. 

Private sailing classes are available: $1100 for 2 students, additional students $400/each

American Sailing Association - Sailing Lessons - ASA 101

Youth Sailing Program - Sailing Lessons for Ages 14+

We partnered up with the Central Florida Boating Association to offer dynamic youth programs to teach the next generation of boaters and sailors! Designed for students aged 14 and up, our Youth Sailing Programs cover the fundamentals of sailing. Young sailors will master tactical maneuvers, rigging and de-rigging boats, and harnessing the wind in a race, gaining hands-on experience operating a dinghy sailboat. Join us on our 24-ft Hunter sailboat, or our Certified Sailing Instructor can come teach you on yours!

Youth Sailing Lessons

In this Course, young sailors will….

  • Learn boat components & how to rig a sailboat
  • Develop Wind awareness
  • Learn upwind and downwind sailing techniques
  • Practice tacking and gybing maneuvers

Introduction to Sailing for Adults

Have you ever dreamed of sailing, but don’t know where to start? Sailing is a combination of many skills and knowledge. This 2-hour introduction to sailing course is a great way to learn about the fun of sailing and help you decide if you want to move forward with our more advanced courses.  

This does not include a certification, but it’s a lot of fun for beginners interested in learning more about sailing!  Call Lake Fairview Marina at (407) 295-0117 or email us at [email protected] to schedule your class.  

American Sailing Association - Sailing Lessons - Sailing Orlando - ASA 101

Not Ready to Commit to Sailing Lessons?

If you want to experience what it’s like to go sailing but aren’t ready to commit to sailing lessons, no problem! Instead, join us at Sailing Orlando for a day sail where you can learn the basics of sailing and decide whether or not to enroll in a course.

Book a 2-hour private sailing tour to get started.

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IMAGES

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  2. Sailboat Rental| Orlando, FL

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  3. Sailboat Tours in Orlando Florida

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  4. Sailboat Lessons| Orlando, FL

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  5. THE MOST VERSATILE SMALL SAILBOATS EVER

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  6. Sailing Orlando

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VIDEO

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COMMENTS

  1. Welcome to Sailing Orlando

    As Central Florida's first and only sailing tour provider, Sailing Orlando brings the joy of sailing to locals and visitors alike. Our private sailing tours, including daytime excursions and stunning sunset cruises, and offer a unique chance to learn basic sailing concepts aboard our 25-foot sloop-rigged sailboat.

  2. 2 Hour Private Sunset Sailing Tour

    The perfect Orlando date night! Set sail on a 2-hour private Sailing Tour you won't soon forget! Enjoy the color rich skies of Central Florida at sunset with an evening sailing tour. An experienced sailor at the helm, you can relax aboard a 25 foot sailboat while your guide does all the work! Bring your favorite snacks and drinks, crank up ...

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  4. Orlando Boat Rentals

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    2024. Request Price. Successor to the Sun Odyssey 349, a tremendous success, this efficient, easy-to-handle cruising sailboat features clever innovations for the comfort of all on board and for the pleasure of sailing. The Sun Odyssey 350 features a distinctive, contemporary silhouette.

  6. SAILING ORLANDO

    Specialties: Sailing Orlando is dedicated to bringing the thrill of sailing to the Central Florida community and its visitors. As the first and only sailing tour in Orlando, our 2-hour private sailing tours provide a unique opportunity to sail a 25 foot sloop-rigged sailboat. Our trips provide tourists with a fun and educational way to learn some of the basics of sailing while they soak up the ...

  7. Orlando Sailing

    Two Hour Sunset Sailing Cruise. Set sail on an unforgettable 2-hour private sunset sailing cruise and enjoy the color rich skies of Central Florida while you watch the sun set. You can relax aboard a 25-foot sailboat with an experienced sailor at the helm while your guide does all the work! Bring your favorite snacks and drinks, turn up your ...

  8. Sailboat Rentals

    Club Rate. Half Day. $250. $75. Full Day. $350. $100. Our sailboat rentals are affordable and conveniently located near many Orlando and Central Florida attractions, just a short drive from Walt Disney World. We have boats available in Port Canaveral and Merritt Island, located near Cape Canaveral, Cocoa Beach and Titusville, Florida.

  9. Beachside Sailing

    We are within easy reach of Orlando and the associated theme parks. Our location makes for a perfect vacation destination for tourists and locals alike in the East-Central Florida and greater Brevard County regions. We conduct all charters and rentals by reservation. Call us at 321-624-5537 to book! [email protected].

  10. 2 Hour Daytime Sailing Tour

    Gallery. Come and join us on a 2-hour private sailing tour on Lake Fairview in Orlando, Florida. Your tour guide and experienced sailing guide will take you on a day excursion unlike any other in Central Florida. Dan, our certified sailing instructor, is well-versed in all aspects in the art of sailing and will take excellent care of you.

  11. Sailing Orlando

    Orlando's Only Sailing Tour As the first and only sailing tour in Central Florida, Sailing Orlando is committed to sharing the joy of sailing with our...

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    Motorized yachts are more common than sailboats in Orlando with 65 powerboats listed for sale right now, versus 0 listings for sailboats. Yacht prices in Orlando Prices for yachts in Orlando start at $18,800 for the lowest priced boats, up to $1,535,629 for the most expensive listings, with an average overall yacht value of $100,373.

  13. Sailboat Rental| Orlando, FL

    We are an inland marina and offer a wide range of sailboat rentals available. Call us (407) 295-0117. Located in Orlando, FL

  14. Sailing in Orlando, Florida: Guide

    <p>Orlando is truly one of the most beautiful and remarkable places in Florida. Whether young or old, taking a sailboat rental in Orlando, FL to explore this city is always a magical experience.</p> <p>Its theme parks provide ample opportunities for shopping, cuisine, attractions, and live entertainment. There are also lots of springs and airboat rides in the Everglades to explore in a private ...

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  16. Home

    Mission Statement. We at Rick's Small Sailboats LLC are dedicated to breaking down barriers & clearing up misconceptions that prevent people from learning & participating in the exciting sport of sailing. We want to provide all people with the skills they need to confidently & safely enjoy sailing without regard to age, skin color, religion ...

  17. Orlando Sailing

    We also sail the ICW and Gulf coast. We have a small fleet of Sunfish, Dolphin, and Laser sailboats, and a Com-Pac 23 anchored in Palm Harbor, FL. Come learn to sail the Sunfish, and then move up. You can use the Club boats or bring your own and sail on a 500+ acre private lake located behind Disney in SW Orlando.

  18. Sailing Tours

    Earn Your American Sailing Association 101 Certification! Have you ever wanted to learn how to sail? Check out this comprehensive... View Details. Join Sailing Orlando for a unique private saililng tour that you won't find anywhere else. Our sailboat comfortably sits a family of 4.

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    2021 Topaz argo. Sanford, FL. $34,000. 1970 42 Allied XL-2 sparkman & stephens. West Palm Beach, FL. New and used Sailboats for sale in Orlando, Florida on Facebook Marketplace. Find great deals and sell your items for free.

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  21. Inland Marina

    Cruise the wind and the water in our full-service Marina. We offer everything from boat rentals to repairs. Call us (407) 295-0117. Located in Orlando, FL

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    Find new and used sailboats for sale in Florida, including boat prices, photos, and more. For sale by owner, boat dealers and manufacturers - find your boat at Boat Trader! ... Small-All. All Small Boats. Power-Aft. Aft Cabin. Power-Airboat. Airboat. Power-Aluminum. Aluminum Fishing. Power-Antique. Antique and Classic (Power) Sail-Antique.

  23. Search renews for missing migrants after nine die off Spain's Canary

    A Civil Guard officer watches a rescue boat searching for possible survivors after the sinking of a wooden boat with migrants near the port of La Restinga, on the island of El Hierro, Spain ...

  24. Sailing Lessons

    Private sailing classes are available:$1100 for 2 students, additional students $400/each. Sailing lessons include a certified instructor, boat rental, books & ASA certification fee. Call Lake Fairview Marina at (407) 295-0117 or email [email protected] to schedule your class.

  25. At least 9 dead, 48 missing after migrant boat capsizes in Spain's

    At least nine migrants died and 48 are missing after their boat capsized early on Saturday near the Spanish island of El Hierro, rescue services said, in what threatens to be the deadliest such ...