SAILING WORLDWIDE
The best days on the water.
The 15 most popular miami sailing trips. What each sail costs, how long you are on the water, and which crews run it well.
A private 2-hour Miami yacht cruise with Bluetooth tunes, a real restroom onboard, and prime photo passes by Bayside and Star Island.
Most Popular“Captain Alex was amazing ! The ride was smooth , the vibes was flowing We had a time , would definitely recommend 👍👍👍”
Parasail over Biscayne Bay with Miami Watersports. Safety briefing, gear included, and huge views from 5–10 minutes in the air.
“10/10 tom and Tommy from the work release program were the best ! Although it was their first day lol we got there and back in one piece! I would definitely book again whenever I return .”
Wind-only sailing on Biscayne Bay with snorkeling stops, sandbars, wildlife, and BYOB on a small-group eco tour.
“Friendly captain who was relaxed and never in a rush. Communicated clearly the day before and day of our sailing. Got to snorkel with a sea turtle, see a nurse shark, and enjoy the beautiful views.”
Fly 400 feet over Biscayne Bay from Dinner Key Marina with a 1-hour speedboat ride, optional dip, and safety-first parasailing.
“Amazing experience, Capitain Tom was really nice and hope to repeat it some day. Highly recommend it.”
A narrated 75-minute Biscayne Bay cruise from Bayfront Park with celebrity-home spotting, two-deck comfort, and an on-board cash bar.
“This boat ride does not exist We came to the meeting point at the designated time but there is no such boat ride”
Sail Miami at sunset on a catamaran with a complimentary champagne toast, flexible Biscayne Bay route, and a calm, scenic vibe.
“Beautifully managed sunset sail - music they played was so good! Just in sync with the whole view and ambience! The sunset sail crew was exceptionally good and friendly! 10000% recommend if you want to go with your partner/friends/ family! It felt like a private cruise experience due to the people number limitations which i…”
A 2-hour BYOB private yacht cruise on Miami Bay with Bluetooth music, skyline photo spots, and a cooler for your drinks.
“The boat trip was really fun! Daniel was very informative. Great value for money and I definitely recommend”
Private 2-hour Miami Bay yacht cruise with complimentary champagne, Bluetooth music, and skyline photos. Bring drinks; cooler and ice included.
“Toured and was able to see the skyline of Miami. Was able to capture amazing photos, listen to music, and have drinks with friends!”
Miami Beach parasailing from Pier A: 10-minute flights up to 350 feet over South Beach with safety-focused crew and skyline views.
“The ride on the boat was fun to the destination, but the parasailing itself was a 10/10. Scary at first but once you’re up in the air it’s very relaxing and peaceful. The two gentleman were super nice and friendly and took care of us! Highly recommended. Would do it again! YOLO 🪂”
Hotel pickup, a long scenic bus to Key West, and a coral-reef snorkeling session with gear, instruction, and drinks included.
“Awful experience, I did not end up going as I was told I was going to be picked up at YVE hotel in Miami and she kept calling to switch the location. Very disappointing and unprofessional!”
Private 42–46 ft yacht in Miami Bay for 2–4 hours. Fuel and Bluetooth music included; captain fee extra.
“Everything was so nice, our captain and his mate was so friendly and nice and took some great pics with us. The ride was smooth and the weather was just right for the occasion. 5 stars all around the board. We will be booking again”
Private yacht cruise on Biscayne Bay from Miami Beach with your own captain, Bluetooth music, coolers, and a Haulover sandbar swim stop.
“What an amazing day!! Ben was the best captain ever. The boat is beautiful and clean! The little island we went to was wonderful. Can't recommend this trip enough.”
Private sail on Miami Bay on a 40' Beneteau. Key Biscayne, Stiltsville, optional Biscayne snorkel, paddleboard, and sandbar time.
“We had a terrific time with Captain Steve. He sailed us around the bay and took us to see Stiltsville, the Lighthouse and gave us some history lessons as well. We all enjoyed the beautiful sights and amazing sunset.”
Private 4-hour Miami yacht tour for up to 13 with music, floating mat, and snorkeling gear. Stops vary, swim time included.
“Moved us to a larger boat due to double booking. Would not offer refund, 2nd boat was older and not in great condition. Anchor did not work so we could not swim. AC did not work, captain was grumpy and cussed at a lady on jet ski for being in his way. Come to find…”
Private 36-foot Sea Ray yacht rental in Miami for up to 12. Captain, cooler, bathroom, Bluetooth music, skyline views, and flexible stops.
“Fabulous time! Highly recommend and if possible ask for captain Juan - really great experience and highly attentive service. He took care of us and was very communicative even before our arrival. Best activity in Miami.”
The sailing ports worth the trip, grouped by the sea they sit on.
