Under sail · MIAMI SAILING TOURS

Where to Sail in Miami: 4 Top Trips

4 sailing trips  ·  seats from $99 each

The coast of Miami from the water: 4 sailing trips with their prices, how long each is out and what is served on deck.

Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling - Biscayne National Park and the open bay
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Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling

1.Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling

★★★★★★★★★★5.0 · 441 reviews · 3 hours 30 minutes (approx.) · from $129Top of the fleet

Spend about 3.5 hours sailing Biscayne Bay on a fully wind-powered Hobie catamaran with a captain such as David or JP. Stop at sandbars, swim, snorkel, explore mangroves, and watch for dolphins, manatees, turtles, rays, and starfish. The group is capped at 10, with no more than 5 people per boat.

“Honestly, this experience is just as weird and interesting as it looks. The Hobie catamaran we sailed on could comfortably seat about 8 people, but we were joined by just one other couple on our trip (4 passengers + captain David). We had a small miscommunication prior to reservation, but that was innocent enough. The excursion is very dependent on the weather - the catamaran is entirely green and if there's no wind, you paddle. Example: on the day before our trip was a big storm, so that group was rescheduled to the afternoon of our day. And our trip was mostly without wind. We were scheduled for 10 AM…”

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Sunset Sail in Miami: Complimentary Champagne Toast - What the two hours feel like onboard
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Sunset Sail in Miami: Complimentary Champagne Toast

2.Sunset Sail in Miami: Complimentary Champagne Toast

★★★★★★★★★★5.0 · 232 reviews · 2 hours (approx.) · from $99Lowest fare aboard

Sail Biscayne Bay for about two hours aboard an 80-foot catamaran, raising a complimentary glass of Champagne as Miami turns golden. Depending on the wind, you may see Stiltsville, Key Biscayne and Cape Florida Lighthouse, or sail past PortMiami toward South Beach. The crew, including names such as Terry, Maria, Blue, and Erick, keeps the mood relaxed rather than rowdy.

“We had a perfect sunset cruise with friends. The crew was so kind and professional. Thank you for the great evening.”

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Key West Sail and Snorkel with Hotel Transportation from Miami - Sand Key Reef and the Fury catamaran
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Key West Sail and Snorkel with Hotel Transportation from Miami

3.Key West Sail and Snorkel with Hotel Transportation from Miami

★★★★★★★★★★3.5 · 94 reviews · 15 hours (approx.) · from $119

Travel from Miami to Key West by hotel pickup, cross 42 bridges and 32 islands, enjoy free time in town, then board a Fury catamaran for a three-hour coral reef snorkeling trip. Gear, instruction, and drinks are included. You must know how to swim, and weather can cancel the water portion.

“It was such an amazing tour. I really enjoyed my time; I even lost my phone and they waited for me to go back and look for it on the bus. Not only that, if you contact the tour company directly, they will give you one free tour if it's your birthday. Safe travels to you all.”

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Private Sailing on the Miami Bay - Biscayne Bay - Stiltsville adds a strange piece of Miami history
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Private Sailing on the Miami Bay – Biscayne Bay

4.Private Sailing on the Miami Bay – Biscayne Bay

★★★★★★★★★★5.0 · 75 reviews · 4 to 12 hours (approx.) · from $425

Build a private Miami sailing trip for up to six people aboard a 40-foot Beneteau with Destino Charters Miami. Captain Rodrigo or Captain Steve can shape a four to twelve-hour outing around swimming, paddleboarding, snorkeling, food, sunsets, or special occasions. Routes may include Key Biscayne, Stiltsville, Virginia Key, Biscayne National Park, and Elliott Key.

“I was proposing to my girlfriend, and Rodrigo was absolutely awesome and made sure everything was perfect. He helped me pick the perfect time, took pictures, and helped me plan. As well as, his communication was perfect on how, when, and what we would do. Took all of the stress off of me. And if you get the opportunity to his food was delicious. This was an amazing and relaxing experience, and was the best one I could’ve chosen. The sailing was perfect, and he even gave an awesome little history lesson on the area which I loved as well!”

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Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
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