Category Miami Sailing Trips

Miami · MIAMI SAILING TRIPS

The 11 Miami Sailing Trips That Deliver

11 reviewed

Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling

Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling - The Wind-Powered Sailing Experience: How It Really Feels on the Water

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

★★★★★★★★★★5.0 · 441 reviews · 3 hours 30 minutes (approx.) · from $129Our pick

Wind-powered sailing in Biscayne Bay with wildlife, sandbars, and optional snorkeling on a small eco-catamaran. BYOB, 3.5 hours.

“We enjoyed a lovely evening on the bay. The sailboat was smaller than my wife expected, but after she got used to it we had a wonderful relaxing evening. (We had 4 passenger + Cpt David & no motor) We stopped at sand bar in 2-4 feet of water and snokled for a while. No much wiildlife on this adventure, but very peaceful. Great conversions with Cpt. David.”

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Sunset Sail in Miami: Complimentary Champagne Toast

Sunset Sail in Miami: Complimentary Champagne Toast - Cruising Biscayne Bay: Stiltsville and Key Biscayne (the route changes)

2.Sunset Sail in Miami: Complimentary Champagne Toast

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

Miami sunset on a catamaran with a complimentary champagne toast. Cruise Biscayne Bay, spot Key Biscayne and Stiltsville.

“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 really liked!!!”

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Key West Sail and Snorkel with Hotel Transportation from Miami

Key West Sail and Snorkel with Hotel Transportation from Miami - The Key West Portion: Free Time Means You Can Shape Your Own Day

Private Sailing on the Miami Bay – Biscayne Bay

Private Sailing on the Miami Bay - Biscayne Bay - The 40 Beneteau and what onboard comfort really means

4.Private Sailing on the Miami Bay – Biscayne Bay

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

Private sailing in Biscayne Bay from Miami: Key Biscayne and Stiltsville, optional snorkeling, paddleboarding, and a 40' Beneteau yacht.

“Steve and Rodrigo were great captains, great with the kids, and made the sailing an amazing adventure. The skirt steak was amazing and changed our view on skirt steak! If we go back to Miami we would definitely look to charter with them again. The boat was great and they are willing to cater the trip to your liking. Highly recommend, especially with kids.”

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Sail The DREAM Boat From South Beach

Sail The DREAM Boat From South Beach - A no-set-itinerary cruise: how to shape your day on Biscayne Bay

5.Sail The DREAM Boat From South Beach

★★★★★★★★★★5.0 · 34 reviews · 2 to 8 hours (approx.)

Cruise on the Sea Ray 53’ from South Beach with flexible routing around Biscayne Bay, snorkeling gear, music, towels, and AC cabins.

“Clean boat, awesome crew, great itinerary suggested by Julian (owner operator). Both Julian and the captain of the boat (Also named Julian) were great for my son and me on our trip. They are wealth of knowledge on the area and very welcoming for our trip. We had an excellent time and we will be back soon with the rest of the family. Wonderful evening — thank you guys !!!”

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Miami: Intimate Sailing in Biscayne Bay w/ Food and Drinks

Miami: Intimate Sailing in Biscayne Bay w/ Food and Drinks - David T. Kennedy Park meet-up: finding the right dock fast

6.Intimate Sailing in Biscayne Bay w/ Food and Drinks

★★★★★★★★★★4.7 · 34 reviews · 3h 30m · from $139

A small-group, wind-powered sail through Biscayne Bay with snorkeling, wildlife sightings, snacks, and a trapeze-harness glide.

“Dan was AMAZING!! The weather wasn't cooperating but that didn't matter, Dan figured out a way to make it interesting and fun! If you are looking for something unique and fun, check this activity out!!”

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South Beach Sail Splash aboard the Caribbean Spirit

South Beach Sail Splash aboard the Caribbean Spirit - How the Cruise Time Works (So You Get Views and Water Time)

Half-Day Private Guided Sailing Adventure of Miami’s Biscayne Bay

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay - Biscayne National Park: wildlife spotting and sunset potential

8.Half-Day Private Guided Sailing Adventure of Miami’s Biscayne Bay

★★★★★★★★★★5.0 · 12 reviews · 3 to 30 minutes (approx.) · from $500

Private half-day sailing on Biscayne Bay with Captain David, wildlife spotting in Biscayne National Park, and mangrove time at Key Biscayne.

“This was an awesome experience. Captain David was super friendly and knowledgeable. He worked really well with the kids and took us on a truly special excursion in the bay!”

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Hobie Cat Sailing with Miami Watersports

Hobie Cat Sailing with Miami Watersports - What the 1-hour sail actually feels like

Miami Catamaran & Watersports: Jet Ski, Banana Boat & Drinks

Miami Catamaran & Watersports: Jet Ski, Banana Boat & Drinks - The catamaran ride: music, drinks, and mansion-and-skyline cruising

10.Miami Catamaran & Watersports: Jet Ski, Banana Boat & Drinks

★★★★★★★★★★4.5 · 7 reviews · 3 hours (approx.) · from $181

Jet skis, banana boat rides, floating mats, and a drinks-and-music catamaran cruise in Biscayne Bay for $181.

“Poor communication and service delivery On the 17th of April 2024, my son was so excited and looking forward to doing the 3 hour excursion (4pm-7pm) particularly the jet ski! We put the meeting address in the GPS. On arrival, the address had many companies on it, so we went from pier 3, to pier 5 asking for this company. Defeated, we then texted Viator on the app and they told us it was power 1. This should have been communicated way before so that we would waste 30 min looking for the meeting place. We were there at 345pm. We waited, at 4 pm, no sign of anyone, 410pm,…”

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