Orlando
Sailing Trips & Tours

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Our most recommended Orlando Sailing Trips & Tours

Orlando: Wildlife Watching Everglades Airboat Ride

1. Orlando: Wildlife Watching Everglades Airboat Ride

The Central Florida Everglades are natural wonders, best explored with locals who know their backwaters. The beautiful landscape and expert guidance of your captain will make this tour a trip that you'll never forget. Guests on our Scenic Nature Tour explore narrow water trails engulfed in the brush of the Central Florida Everglades. On this tour you'll stop periodically, hoping to spot Florida's state reptile, the American Alligator, in its natural setting. Witness rare and endangered birds swooping effortlessly through the skies as the sunshine warms your body and the wind whips through your hair. Other wildlife abounds throughout the trip. This tour is perfect for groups and families looking to explore and learn about the unexpected side of Central Florida. A longer trip on our Detailed Nature Tour of 1-hour increases the number of encounters with Florida's wildlife, especially the American Alligator, which can reach up to 15 feet in length and 1,000 pounds. You'll experience nature right alongside turtles, bald eagles, blue herons, deer and a wide variety of waterfowl in their natural environment, not in captivity. Be sure to also check out the Gem Mining Station. You will be able to purchase buckets filled with treasures that are native to Florida and take to the mining station. While mining, you will discover various gems, alligator teeth, shark teeth, rocks, and other treasures. There will be an additional charge for gem mining bags or buckets. A restaurant with indoor or patio seating is available, where you can dine before or after your tour (at your own expense).

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Orlando: Manatees Swim, Snorkel and Boat Day Tour

2. Orlando: Manatees Swim, Snorkel and Boat Day Tour

Swim and snorkel with one of the sea's most gentle creatures, the endangered Florida manatee. Visit beautiful Homosassa State Wildlife Park, and take an exhilarating airboat ride.Head to the picturesque Crystal River – home to the endangered “gentle giant of the sea,” the Florida manatee – where you can choose to snorkel or swim. Have a chance to interact with these beautiful creatures if you’re lucky. Have some lunch, and then enjoy a fully-narrated airboat ride. Learn more about this southern state's wildlife from the knowledgeable tour guide. Visit one of Florida’s best-kept secrets – Homosassa State Wildlife Park. Marvel at Florida’s natural beauty, and view a host of wildlife, including more manatees. 

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From Orlando: Clearwater Beach with Lunch Day Trip

3. From Orlando: Clearwater Beach with Lunch Day Trip

Escape the crowds and queues with this trip to Clearwater, where you can have fun in the sun. Journey to the white sands and warm waters of Florida's West Coast. Enjoy an amazing lunch while feeling the cool breeze and taking in the beautiful scenery around you. Let the sugary sands fall between your toes as you take a stroll down this gorgeous beach. Upgrade your tour to include a number of optional activities: Dolphin Encounter Boat Tour: Embark on a 2-hour boat cruise from Clearwater Bay into the clear blue waters of the Gulf of Mexico. Sit back and relax while your captain highlights some fascinating facts about the Gulf Coast, celebrity Mansions, and the dolphins playing.  Sea Screamer Ride: Climb aboard the Sea Screamer, the world's largest speedboat! Experience the dual twin-turbocharged diesel engines, as the 72' long Sea Screamer gives you a thrill ride you'll never forget.  Pirate Cruise: Sail away with Captain Memo’s Original Pirate Cruise to a world complete with briny buccaneers and seafaring seadogs. Let the tropical island tunes guide your journey through the calm waters of the picturesque Gulf of Mexico. Deep Sea Fishing: Florida has featured in its fair share of fishing folklore over the years and tall tales abound. The sport fishing is indeed excellent so here’s your chance to head out and do battle.  Aquarium: Go beyond a typical aquarium experience and immerse yourself in the world of marine life rescue at Clearwater Marine Aquarium. This unique, nonprofit rescue facility is dedicated to the rehabilitation and release of marine animals.

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Orlando: Swim with Manatees with Optional Breakfast & Lunch

4. Orlando: Swim with Manatees with Optional Breakfast & Lunch

The gentle manatees of the Crystal River await your arrival on this delightful day-long tour where you can swim with these curious creatures. Your day will begin with complimentary pickup from one of the key meeting points in Orlando, Kissimmee, Lake Buena Vista and Disney. You will then be whisked away to the picturesque Crystal River. Crystal River is home to the curious and endangered manatee. Also known as Sea Cows, these creatures are most definitely the gentle giants of the marine world. Here you have the chance to snorkel or swim in the clear blue waters. Manatees are curious creatures and will often come to greet those who choose to snorkel or swim. They may even roll over to be tickled! Those who prefer to stay above water may wish to simply sit back, relax and enjoy the natural surroundings. After lunch you will visit the beautiful Homosassa State Park, one of Florida’s best kept secrets. At the state park you will have the chance to see many of Florida’s endangered species, such as the state panther. You will also have the chance to watch the manatees again from an underwater viewing chamber. Fun, relaxed and light-hearted, this day-long tour and swim with the manatees is the perfect tour choice for the whole family!

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From Orlando: Day Trip to Clearwater Beach with Options

5. From Orlando: Day Trip to Clearwater Beach with Options

Sit back, relax, and let your driver fight the highway traffic from Central Florida to the Gulf of Mexico. Enjoy convenient and complimentary pickup and drop-off from many hotels in Orlando to take the worry out of your day. Find out why Clearwater Beach is one of America’s beaches. Choose between the following tour options offering something for all the family: • Clearwater Beach Day Trip with Marine Aquarium Admission: Meet Winter, the dolphin from the blockbuster movie “Dolphin Tale,” at Clearwater Marine Aquarium. Watch dolphins frolic from the underwater viewing platforms, and learn more about their incredible skills and natural habitats. • Clearwater Beach Day Trip with Pirate Cruise: Set sail aboard Captain Memo's Pirate Cruise for an afternoon of adventure in the Gulf of Mexico. Get lost in the antics of treasure hunts, face painting, water gun games, stories, and dancing. During the cruise, enjoy complimentary beer, wine, and soft drinks. • Clearwater Beach Day Trip with Dolphin Encounter Boat: Venture from Orlando to Clearwater Beach then board the Dolphin Encounter boat for a ride into the Gulf of Mexico. See dolphins in their natural habitat, and watch them play as you enjoy the sun and sea. • Clearwater Beach Day Trip with Deep-Sea Fishing: Explore the beach in the morning then have the opportunity to catch and keep a variety of fish in deep-sea conditions. Receive all the necessary fishing equipment, including a fishing license. This excursion goes 10 miles (16 kilometers) into the gulf, which takes 45 minutes each way. • Clearwater Beach Day Trip with Lunch: This transportation-only trip will whisk you away from the theme parks of Orlando to the powder-white sands of Clearwater Beach. Enjoy a day to do as you please with an included lunch voucher. Kayak in crystal clear water, or walk the promenade of the resort’s fishing pier. • Clearwater Beach Day Trip and Sea Screamer Boat Ride: Journey out to Clearwater Beach for a thrilling ride on the Sea Screamer – the largest speedboat on the U.S. East Coast. Witness wild dolphins jumping through the wakes created by the large boat. • Clearwater Beach Day Trip with Express Bus Transportation: Choose this express transportation option to avoid all the pickup stops and go directly to the beach. Once there, lounge on the white sand, jump through the turquoise waters, explore the pier, get some fresh-caught fish for lunch, and more.

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Orlando: Private Sunset Sailing Trip on Lake Fairview

6. Orlando: Private Sunset Sailing Trip on Lake Fairview

Set sail on a private boat tour of Lake Fairview. Admire the sunset as you learn how to sail. Meet your tour guide and sailing instructor at the boat ramp. Put on your life jacket then, climb about the 25ft vessel and set sail. Be as involved as you like, learn the fundamental principles of sailing or sit back and relax on a sunset cruise. Enjoy an immersive experience and become part of the crew. Help trim the sail and take the helm. Follow your instructor's commands to raise and lower the sails, steer, and turn the boat. Then, relax in the comfortable cockpit as you admire the sunset reflected in the water.

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From Orlando: Clearwater Beach Speedboat Tour with Lunch

7. From Orlando: Clearwater Beach Speedboat Tour with Lunch

Hop aboard the world's largest speedboat, the Sea Screamer, and discover magnificent Clearwater Beach. With its dual twin turbocharged engines, the Sea Screamer is the perfect way to roar along the Clearwater coastline and invite the dolphins to leap into its foaming trail as it hits a top speed of 35mph. After your exhilarating maritime adventure, you still have the fun and enjoyment of America’s Beach to revel in for the rest of the day. With its small waves, this beach is great for families, and the long Beach Walk promenade offers an enticing array of shops, restaurants, and bars. Hit Pier 60 for iconic Clearwater Beach photographs and enjoy lunch at one of the many beachfront diners, where you can enjoy classic local fare.

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From Orlando: Clearwater Beach Pirate Cruise with Lunch

8. From Orlando: Clearwater Beach Pirate Cruise with Lunch

Start the day with pickup from Orlando in a luxury vehicle, then head towards Clearwater Beach. Hop onboard the Pirate’s Ransom and greet your friendly crew. Learn how Florida was a well-known pirate hangout in the 17th and 18th centuries, and hear stories of Captain Kidd and the infamous Blackbeard. Set sail onto the glistening waters of the Gulf of Mexico and lookout for dolphins swimming in their natural habitat. As you cruise, enjoy 2 hours of family fun including a treasure hunt, face painting, water guns, story-telling, and dancing. During the day, enjoy free time to sunbathe on the white sands of Clearwater Beach or go for a swim. A tasty lunch at a local beachside restaurant is included. At the end of a truly epic adventure, relax on the return journey to Orlando.

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From Orlando: Miami Day Trip with Upgrade Options

9. From Orlando: Miami Day Trip with Upgrade Options

Take a day to experience the energetic and vibrant city of Miami. Discover the different areas of the city while shopping, enjoying the atmosphere, or simply relaxing. Leave from Orlando early in the morning to experience a whole day of fun. On the way, receive a continental-style breakfast bag to get energized for the day. Choose from the following tour options: • Full-Day Hop-on-Hop-off City Tour: See all that Miami has to offer on two routes of the city. Enjoy live commentary on the tour with plenty of time to explore your choice of stops. Discover Miami's highlights as you hop on and off at your own leisure. • Miami Tour with Celebrity Homes Cruise Around Star Island: See Miami's magnificent coastal sites — including the Miami skyline and the homes of Star Island — on a fully narrated cruise. After, enjoy plenty of time to shop in the Bayside Marketplace Mall and relax on South Beach as well. • Day Tour of Miami: Experience and explore the Bayside Marketplace and South Beach area of one of the most upbeat cities on the East Coast of the United States. Choose this option to have the most free time to explore on your own. • Everglades Adventure & Miami Boat Tour: After a brief stop at Bayside Marketplace, set off on an adventure in the Florida Everglades with an airboat ride and animal handling show. Then, head back to Bayside Marketplace for a bit of free time before boarding the Island Queen for a fully narrated cruise around Star Island. Finally, visit South Beach briefly to soak in a little of the atmosphere. After a fun-filled day in Miami, your driver will take you back to Orlando where the tours will end.

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Orlando: 2-Hour Sailing Experience

10. Orlando: 2-Hour Sailing Experience

Set out on a 2-Hour sailing experience in Central Florida. Learn how to sail with a certified sailing instructor, and enjoy drinks and snacks along the way. Meet your tour guide and sailing instructor at the boat ramp. Put on your life jacket and climb aboard the 25-foot MacGregor sailboat. Be as involved as you like — learn the fundamentals of sailing or sit back and relax on a sunset cruise. Enjoy an immersive experience and become part of the crew. Help trim the sail and take the helm. Follow your instructor's commands to raise and lower the sails, steer, and turn the boat.

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Other Sightseeing Options in Orlando

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What people are saying about Orlando

Overall rating

4.2 / 5

based on 14 reviews

As many reviewers have mentioned, this is a little gem of a company! It was a beautiful day and we were able to see an abundance of wildlife. We took the morning trip (I highly recommend the hour long trip) and despite the alligators being nocturnal we did see several that morning. Our guide was extremely knowledgeable about the habitat and animal species we saw. I felt very safe and chose to wear the ear protection provided. This was easy to book and no long lines. My friend and I really enjoyed this experience!

It was a great experience. From the moment we checked in, to spending time in the farm and the timely departure. It was a bit chilly weather, with the heavy wind, it became an adventure for sure. Strongly suggest carrying a jacket with you. Ride was super fun.

The driver was very friendly and accommodating. The dive staff was very entertaining. Diner food was great.

Awesome experience! Our guide Tanner was hilarious.

Boat captain was very informative and transparent.