Miami · SAILING

4 Sailing Trips to Build a Day Around

4 tours  ยท  from $99

The 4 best sailing trips you can book today, with what each costs, how long it runs and who it suits. Number one is top for a reason; start there.

Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling - Sailing toward Biscayne National Park
Biscayne Bay Boat Tours, Cruises & Boat Tours, Miami Snorkeling and Diving Tours, Sailing, Snorkeling, Tour Reviews

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 $129Our pick

Spend about 3.5 hours sailing Biscayne Bay with captains such as David or JP on a motor-free Hobie catamaran. Expect sandbars, snorkeling, mangroves, wildlife, Miami views, fresh fruit, and a relaxed group of no more than 10 people.

“We had a wonderful day. It was such a pleasant experience on the small catamaran. Our 14 and 12 year old loved it too. Thank you so much!!”

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Sunset Sail in Miami: Complimentary Champagne Toast - How the route changes with the wind
Cruises & Boat Tours, Evening Experiences, Miami Sunset Cruises, Sailing, Tour Reviews

Sunset Sail in Miami: Complimentary Champagne Toast

2.Sunset Sail in Miami: Complimentary Champagne Toast

★★★★★★★★★★5.0 · 232 reviews · 2 hours (approx.) · from $99Best value

Spend about two hours on an 80-foot catamaran sailing from downtown Miami. Depending on conditions, you may see Stiltsville, Key Biscayne, Cape Florida Lighthouse, PortMiami, South Beach, and dolphins. Captain Terry and crew members such as Maria, Ivy, Blue, Luther, and Erick have been praised for friendly service.

“Amazing time. Everything was awesome. So much better than those tour boats. This was relaxing and no one was talking in my ear all the time. It was long enough to be able to enjoy, take pictures and think about life. 100 % recommend”

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Key West Sail and Snorkel with Hotel Transportation from Miami - Six hours to make your own Key West plan
Cruises & Boat Tours, Key West Day Trips from Miami, Miami Snorkeling and Diving Tours, Sailing, Tour Reviews

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 bus, crossing 42 bridges and 32 islands. Enjoy six hours in town, then board a Fury catamaran for reef snorkeling with gear, instruction, and drinks afterward. Hotel pickup is offered, but expect a very long day and weather-dependent water time.

“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!”

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Private Sailing on the Miami Bay - Biscayne Bay - What the $425 price really buys you
Biscayne Bay Boat Tours, Cruises & Boat Tours, Private, Sailing, Tour Reviews

Private Sailing on the Miami Bay – Biscayne Bay

4.Private Sailing on the Miami Bay โ€“ Biscayne Bay

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

Sail Biscayne Bay aboard a private 40-foot Beneteau with Captain Rodrigo or Captain Steve. Shape a four to twelve-hour trip around swimming, paddleboarding, snorkeling, barbecue, sunset views, Stiltsville, Elliott Key, or even a special proposal. The boat holds up to six people.

“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.”

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