6 Miami Sailing Tours to Get 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

Spend about 3.5 hours sailing Biscayne Bay aboard a wind-powered Hobie catamaran with captains such as David, JP, James, or JD. Stop at sandbars, snorkel, walk among mangroves or islets, and watch for dolphins, manatees, turtles, rays, and starfish. The small boats hold up to five people each.

“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.”

Check availability →Read our full review

2.Sunset Sail in Miami: Complimentary Champagne Toast

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

Spend about two hours aboard a comfortable catamaran sailing from downtown Miami. Depending on wind and weather, you may see Stiltsville, Key Biscayne, the Cape Florida Lighthouse, PortMiami, or South Beach. Captain Terry, Maria, Ivy, Blue, Luther, and Erick have all been praised for their warm service. Champagne is included, with drinks and snacks sold onboard.

“Obviously, the beautiful sunset but the crew was amazingly nice and accommodating. Just a smooth experience with everything we wanted.”

Check availability →Read our full review

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, then spend free time in town before a three-hour catamaran snorkeling trip at Sand Key Reef. Hotel pickup, equipment, instruction, and drinks are included. You must know how to swim, and the reef trip runs only in safe weather.

“Team was nice. Time planning was good. Didn’t get to snorkel due to the weather so I advise to buy without snorkel and if weather is nice buy it on the bus.”

Check availability →Read our full review

4.Private Sailing on the Miami Bay – Biscayne Bay

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

Captain Rodrigo or Steve takes your private group of up to six around Biscayne Bay aboard a stylish 40-foot Beneteau. Choose a short sightseeing sail, a sunset outing, barbecue and paddleboarding, or a longer trip to Biscayne National Park and Elliott Key. The route depends on your time, interests, and weather.

“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.”

Check availability →Read our full review

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

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

Spend 3.5 hours sailing Biscayne Bay with a small group of up to five people and a guide such as David, Dan, or Captain JP. You will learn basic sailing, explore mangroves and sandbars, swim or snorkel, watch for dolphins and manatees, enjoy snacks and drinks, and try the boat’s trapeze harness.

“Captain David joyously shared his love for the bay with us. It made the experience all the more exuberating ! We happily stayed out longer than originally planned…. Well worth the time and money. It was smooth sailing — literally and figuratively!”

Check availability →Read our full review

6.Hobie Cat Sailing

★★★★★★★★★★4.0 · 4 reviews · from $59Best value

Take control of a small Hobie Wave catamaran in Key Biscayne’s calm bay. You’ll get a beach lesson, safety equipment, storage, parking, and one hour on the water. No sailing qualification is needed, and optional lessons, larger boats, waterproof phone cases, and extra time are available at check-in.

“Fue una gran experiencia, nos instruyeron muy bien para usar el velero, definitivamente regresamos.”

Check availability →Read our full review