Florida Sailing trips & boat tours

Our most recommended Florida Sailing trips & boat 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.

Panama City Beach: Sunset Catamaran Cruise

2. 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.

Key West: Dolphin Watching and Snorkeling Eco Cruise Tour

3. Key West: Dolphin Watching and Snorkeling Eco Cruise Tour

Enjoy a dolphin-watching cruise in Key West. Snorkel in the Key West Wildlife Refuge, see playful bottlenose dolphins, and enjoy a cold beer or wine as you cruise. Climb aboard a fast catamaran and head out into the Gulf. As you cruise, see the grace and beauty of the resident Key West dolphins in the shimmering turquoise waters of the Gulf of Mexico. Look for bottlenose dolphins as they swim, play, and feed. Then, head to the Key West Wildlife Refuge to snorkel in the shallow backcountry waters. Relax in the knowledge that your tour has the prestigious “Dolphin SMART” certification, a national program created by conservation agencies, that protects and promotes the responsible observance of dolphins. Begin your ride back to the dock, and enjoy a complimentary cold beer and chilled wine. Opt for the sunset tour and experience the world-famous Key West sunset as a bonus.

Key West: 2-Hour Sunset Sail on Schooner America 2.0

4. Key West: 2-Hour Sunset Sail on Schooner America 2.0

Take in the vibrant colors of Key West's fabulous sunset as you glide through the waters on one of the finest boats in the Key West Schooner Fleet. Watch the sun fade into the horizon and the stars emerge into the deep blue sky. America 2.0 features teak decks, mahogany-trimmings, and 3,600 square feet of canvas! Sit back and relax while she plies effortlessly through the crystal-clear waters off Key West, heading towards the horizon for the quintessential Florida sunset experience! Some of the sights on this sailing adventure include a view of Fort Zachary Taylor from the water, and views of the famed Sand Key Reef, Mallory Square, and Sunset Pier. Keep your eyes peeled for wildlife such as dolphins, sea turtles, and water birds – and for the famous Key West "Green Flash" at sunset. Bring your family or friends and join the courteous and professional crew for this sunset sail that completes the Key West experience in comfort and elegance.

Key West: Glass-Bottom Boat Sunset Cruise and Reef Tour

5. Key West: Glass-Bottom Boat Sunset Cruise and Reef Tour

Climb aboard a glass-bottom boat and cruise the tropical waters of Key West with a warm ocean breeze as your backdrop. Get dramatic underwater vistas before the sun sets, and see a wide variety of fish and other sea creatures. Take advantage of facilities that include restrooms and a snack bar. The catamaran’s twin hull design allows for maximum stability and much less rocking motion than traditional V-hull boats, allowing for maximum viewing with minimum stress to the delicate reef. Marvel at North America’s only living coral reef and one of the most biologically diverse marine ecosystems in the world. See stunning elkhorn coral and impressive brain coral. Listen to explanations about marine life from the experienced captain and crew. Then, toast the end of another perfect day in paradise as you watch the sun set. Relax with complimentary soda and champagne as the sun paints the sky brilliant blues, deep yellows, and lovely shades of orange, pink, and red.

Miami: Sunset Cruise through Biscayne Bay and South Beach

6. 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. Select the option with a hop-on hop-off bus ticket to also explore Miami by bus. 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. Enjoy refreshments along the way, available for purchase from the onboard bar. Head back to shore at the end of a beautiful evening.

Key West: 3-Hour Snorkeling Adventure

7. Key West: 3-Hour Snorkeling Adventure

Spend an enjoyable 3 hours in the sunshine and crystal-clear waters of the Florida Keys and snorkeling along Key West’s coral reef. You’ll experience the ultimate in snorkeling and sailing comfort on a state-of-the-art catamaran, featuring: • A stairway to the sea • Large sundeck • Shaded lounge area • Fresh water rinse • Restrooms • Top-of-the-line sanitized snorkeling gear • Professional instruction by Fury’s friendly crew Before snorkeling, the crew will be on-hand to assist and instruct you. Once you descend the stairway to the sea, you’ll discover the wonders of the underwater world. Marvel at the pristine coral reef and its abundance of marine life, including tropical species found nowhere else on earth. The morning snorkeling tour includes unlimited water and sodas and complimentary beer, wine, and mimosas after snorkeling. The afternoon Reef & Ritas snorkeling tour is a great opportunity to enjoy a luxurious catamaran sail to the only living coral reef in North America. The afternoon sun is warm and bright, making it a great time to relax on the catamaran and enjoy the temperate ocean waters. The ocean currents and wind direction are often different than in the morning, so if you’ve taken a morning snorkeling trip in the past, chances are you’ll go to a different reef location in the afternoon.

Key West: 3-Hour Coral Reef Snorkeling

8. Key West: 3-Hour Coral Reef Snorkeling

Spend your morning or afternoon snorkeling in warm tropical seas surrounded by colorful fish. Enjoy expert instruction and learn about the reef’s marine wildlife from the professional crew. Your captain will select the exact location based on water and wind conditions, to give you best snorkeling in Key West. Dive into the calm waters, and see how many species of fish and coral you can find. Afterwards, grab a complimentary drink and lay on the sun deck, or cool off in the shade as you sail back to Key West. Feel the breeze in your hair and watch for dolphins playing in the ship’s wake.

Panama City Beach: Dolphin Watching Trip by Catamaran

9. Panama City Beach: Dolphin Watching Trip by Catamaran

Head out to sea to meet the resident Panama City Beach dolphins. Enjoy informative commentary from your captain and crew, and sip a complimentary drink as you go. Board the “Footloose” Catamaran and head out into shimmering waters of the Gulf of Mexico near Shell Island. Partake in a beer, wine, or soft drink as you head out from the dock. Watch the dolphins as they swim, play, and feed in their natural habitat. Learn all about these beautiful creatures with informative commentary from your captain and crew. Take advantage of an onboard bar during your trip. Keep your eyes out for encounters with the bottlenose dolphins as you voyage through the turquoise waters.

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, USA

Overall rating

4.2 / 5

based on 4,474 reviews

Captain Jimmy was a great time!!! We went the week after hurricane Ian hit the west coast and I went with no expectations to catch a fish but instead to enjoy the ride and conversation. We had 5 people on our boat and everyone caught a kingfish . The crew was very kind and were very willing to answer questions about the area and give suggestions on places to go ! They cleaned our catch wonderfully! I would definitely recommend this guide service !! What a great time!

Excellent day which we both really enjoyed! Ticket booth was hard to find to exchange the voucher for paper copy however a quick phone call and all was well! Great customer service from get your guide team to ensure we didn’t miss out! Thank to all!

Llovió muy fuerte pero eso no fue un impedimento para parar el viaje . Luego salió el sol y vimos los delfines, muy buena experiencia y bebidas gratis todo el viaje .Falta mejorar encontrar un mejor sector para hacer snorkel, solo vimos 3 peces .

I love that the catamaran was small so it was not crowded! It was the favorite part of our trip. Highly recommend!

It was so fun. The staff was kind and professional!