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Florida

Sailing trips & boat tours

Our most recommended Florida Sailing Trips & Tours

Miami: City Cruise to Millionaire's Homes & Venetian Islands

1. Miami: City Cruise to Millionaire's Homes & Venetian Islands

Relax on a sightseeing cruise through Biscayne Bay in Miami. Sail by Hibiscus Island, take in the bustling activity at the Bayside Marketplace, and relax on the shaded top deck. Board the boat from the heart of Downtown Miami or select the option with hotel pickup to enjoy a comfortable ride to the ship. Relax in luxury on a bi-level boat with open windows and a shaded deck. From downtown, you will set sail towards Star Island, where many celebrities live in their stunning mansions. Catch a glimpse of Al Capone’s house as you cruise along Biscayne Bay. Next, head to Hibiscus Island, Palm Island, Sunset Island, and Fischer Island. See the famous Venetian Islands and discover more celebrity mansions along the way. Keep an eye out for the homes of Gloria Estefan, P. Diddy, Shaquille O'Neal, Enrique Iglesias, Phil Collins, Jennifer Lopez & Alex Rodriguez, Shakira, Ricky Martin, Matt Damon, and more. Your experienced tour guide will point out all the famous homes and landmarks.  Next, cruise down to South Beach and Bayside Marketplace to truly see all that Miami has to offer. At the end of the cruise, you will dock back in Downtown Miami. Choose to add more adventure to your day with the double-decker bus combo option, where you can hop on and hop off as you like as you encounter Miami from the land.

Miami: 1.5-Hour Evening Cruise on Biscayne Bay

2. Miami: 1.5-Hour Evening Cruise on Biscayne Bay

Enjoy the waters of Miami and the city lights from Biscayne Bay aboard a cruise boat. Watch the city come to life at night when the sun goes down and the city lights come on. Thousands of lights illuminate the incredible high-rise buildings and city skyline around the bay. During your tour, sip on your beverage of choice which is purchasable from the cash bar. Take in sights such as Millionaire's Row, Bayside, South Beach, and the Miami River. Finish your tour with a moon-watching activity and admire the moon's reflection on the water below you. Enhance your experience with an optional hour-long city tour on a double-decker bus before going on the cruise.

Miami: Sunset Cruise through Biscayne Bay and South Beach

3. Miami: Sunset Cruise through Biscayne Bay and South Beach

Take a break from the bustle of Downtown Miami and watch the sunset from the water. Cruise across Biscayne Bay and admire incredible views of the city skyline. Enjoy refreshments along the way, available for purchase from the onboard bar. Relax on a luxury yacht with open windows and shaded deck, as you listen to commentary from your guide. Sail past famous islands, catch a glimpse of Al Capone’s mansion, and cruise down to South Beach. Head back to shore at the end of a beautiful evening.

From Fort Lauderdale: Day Trip to Bimini

4. From Fort Lauderdale: Day Trip to Bimini

Discover the beauty of Bimini Island in the Bahamas on this day trip from Fort Lauderdale. Step off the mainland and onto a high-speed 600-passenger, modern, comfortable vessel that will whisk you away from Fort Lauderdale to Bimini in The Bahamas in just 2 hours. Sit back and relax with a snack and let your worries slip away. Once on the island, you will have the day at leisure to explore the wonders of Bimini, choose from local authentic food, swim with dolphins, or kayaking. Available for $40, you may purchase a Day Pass to Hilton Resort World Bimini facilities onboard the vessel.

Key West: Sunset Cruise with Buffet Dinner and Open Bar

5. Key West: Sunset Cruise with Buffet Dinner and Open Bar

Climb aboard "The Party Cat" for a wonderful 2-hour cruise around the harbor.   Enjoy a freshly prepared tropical food buffet in an enclosed air-conditioned dining room. Choose from dinner options such as roast pulled pork in mojo sauce, deep fried sweet plantains, black beans and rice, marinated grilled chicken, fried fish, mixed vegetables, mashed potatoes, pasta with mini shrimp and Cuban bread and butter. Sip on your choice of tipple — margaritas, rum runners, champagne, beer, wine or spirits. After dinner, stroll upstairs to the upper deck for live music. Dance the night away or simply listen to the beat as you watch the sun set over the horizon into the Gulf of Mexico. Witness the beautiful display of colors across the night sky.

Shell Island: Water Park and Dolphin Watching Boat Trip

6. Shell Island: Water Park and Dolphin Watching Boat Trip

Embark on a boat trip from Panama City Beach to Shell Island, including a complimentary drink and a variety of water activities to make your day memorable. Have fun at the inflatable water park or try out kayaking or snorkeling. End your day sailing into the Gulf of Mexico for dolphin sightseeing.  Your day begins with a scenic trip through Grand Lagoon and over to Shell Island. Once at Shell Island, enjoy an inflatable water park, paddleboards, kayaks, and snorkeling. Have a go on trampolines, a water see-saw called the “rockit,” and other inflatables. If you’re looking for something a little more slow-paced, explore the waters on a kayak, take a paddleboard ride, or give snorkeling a try. Get plenty of time to take in all of the natural beauty that Shell Island has to offer. If just hanging out is your plan, relax and listen to music on the boat or in one of the two sunning nets located at the front of the boat while you sip on a refreshing beverage. All activities and inflatables are all-inclusive with unlimited use during your trip. The last portion of the trip will be spent sightseeing and dolphin watching before making a round-trip return to Panama City Beach.

Panama City Beach: Sunset Catamaran Cruise

7. Panama City Beach: Sunset Catamaran Cruise

Admire the sunset as you cruise around the Gulf of Mexico aboard a catamaran. Unwind with a drink as you marvel as the blue sky transforms into a spectacular light show. Check in with plenty of time, then take a 5-7 minute walk down to the dock where you will board "Footloose," your catamaran for the evening. Set sail to explore the Gulf of Mexico and admire some of the best sites Panama City Beach has to offer with the sea breeze in your hair. Listen to tropical music as you sail and enjoy a complimentary glass of wine, Sangria, cold beer, or a non-alcoholic drink. You can buy additional drinks and snacks at the fully stocked onboard bar, which takes cash or credit cards. Keep a sharp lookout for dolphins as these majestic creatures are often more active in the late afternoon. Enjoy the company of family and friends as you admire the western horizon turn every color imaginable in a breathtaking show.

Crystal River Small Group Swim with Manatee Tour

8. Crystal River Small Group Swim with Manatee Tour

Swim with manatees in the spring-fed King’s Bay Wildlife Refuge in Crystal River, home to the world’s largest population of the endangered creatures during the winter. Encounter these gentle giants in their natural habitat. Benefit from the services of a Coast Guard certified captain and in-water educator and photographer. Learn about the animals in a classroom-type setting and get tips to make the most of your day. Hear about passive interaction to make sure that the animals enjoy the experience just as much as you do! Then, suit up and board a covered pontoon boat to immerse yourself in the manatees' world. Be treated like royalty aboard the boat and see the wildlife refuge in style. Return to the facility at the end of your adventure and visit the one-of-a-kind gift shop! Hear about other local attractions and restaurants, and get answers to any questions you may have before you depart.

Miami: Parasailing Experience in Biscayne Bay

9. Miami: Parasailing Experience in Biscayne Bay

Discover Miami from a unique perspective: soaring high on a parasail. Glide over Biscayne Bay with unparalleled views of Miami's stunning landscape as your parasail boat smoothly pulls you along. Dip into the refreshing waters right before landing back on the back of the boat. Arrive at your departure location where you will be introduced to the captain and mate. Departing from the dock on the parasail boat, the mate will go over the safety instructions and get everyone geared up. After a five to 10-minute boat ride into the bay, the captain will open up the parachute and call the first flyers up. Take off from the boat and enjoy a scenic ride over Miami. Right before landing back on the boat, enjoy a little dip in the water to cool down from the hot Miami sun. The other flyers will get a chance to enjoy the same experience before you ride back to the departure point. 

Key West: Reef Snorkel Morning Tour with Breakfast & Mimosas

10. Key West: Reef Snorkel Morning Tour with Breakfast & Mimosas

Hop onboard your catamaran for the morning then set sail onto Key West’s glistening turquoise waters towards the third longest reef in the world. During the cruise, soak up epic views of the coastline and snack on a delicious, light breakfast accompanied by mimosas. Upon arrival at the snorkel site, get kitted out with all the necessary gear and listen to a safety briefing. Afterwards, make a splash as you jump into the refreshing, crystal clear water. Follow your instructor as you navigate this impressive coral reef and snorkel in search of colorful marine life. During the experience, enjoy the opportunity to see some of Key West’s 110 species of coral and 500 species of tropical fish. At the end of an epic adventure, relax on deck, grab a beer, and soak up the last of the coastal views as you sail back to port.

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What people are saying about Florida

Overall rating

4.2 / 5

based on 4,474 reviews

This was arranged by the SeeSight Tour company and facilitated by our tour guide Alex. Due to the small group nature of the tour, on the day, it only involved our family of 4 which was fantastic for us. Pick up was from our hotel at 08.55 and first involved a drive to the Everglades for the air boat tour. This was part of a small group and although we say only a couple of alligators (that time of the year), the airboat company also had an alligator show and board walk with alligators which was good. Then we were taken for a whistle-stop Miami tour of Wynwood area followed by Little Havana and a sponsored quick lunch. Finally we were dropped off at the marina at 1400 for the Miami cruise looking at the coast line and usual millionaire homes. The cruise was ok (large boat) but ticked the boxes. Overall this tour represents excellent value for money especially if you have to cram in lots in a day. Special word for Alex - our guide and driver - who was fabulous and we wish her the best!

I was in Miami and I wanted to do something different! this was a great experience, especially because they give you the option to drop you off at Miami beach and ride back with them later that day. I would've wished they would explain a little better on the app how the whole plan is, it seemed a little confusing but overall it was great, I highly recommend it.

It was soooooo funnn I did not expect to have that much fun we brought our friends from out of town as well. Andres and captain mike are soooo kind .

We was so fun! And it comes with complementary drinks ! We could ride jetskis for so long, the captain was cool, we got a little drunk lol.

Amazing from start to finish fun thrilling everything