Sailing trips · MIAMI SAILING TRIPS

12 Miami Sailing Trips to Build a Day Around

12 trips  ·  from $18 a head

This is the shortlist you would send a friend: 12 miami sailing trips worth the money, each with its price, its traveller verdict and the one thing to know before the lines come off.

Miami: 2 Hour Private Yacht Cruise - Bayside Marketplace from the Water
2-Hour Experiences, Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Miami, Private Sailing Charters in the USA, Tour Reviews, USA Sailing Trips

Miami: 2 Hour Private Yacht Cruise

1.2 Hour Private Yacht Cruise

★★★★★★★★★★5.0 · 899 reviews · 2 hours (approx.) · from $98Our pick

Take a private two-hour yacht ride from Miami with only your party aboard. Cruise past Bayside Marketplace and Star Island, play your own music, bring food and drinks, and use the onboard restroom. Captain and fuel fees cost extra, so check the full price before booking.

“We did a night ride. We really enjoyed ourselves seeing the Water seeing all the lights definitely a time to remember.”

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Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling - Biscayne National Park from the water
Bay, Harbour & Coastal Sailing, Miami Sailing Trips, Sailing & Snorkeling Trips, Sailing and Snorkeling Trips in the USA, Sailing Trips, Tour Reviews, USA Sailing Trips

Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling

2.An Intimate Eco-Adventure with Snorkeling

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

Spend about 3.5 hours on a wind-powered Hobie catamaran with captains such as David, JP, or JD. Sail near Biscayne National Park, Key Biscayne, and Cape Florida Lighthouse, then stop for swimming, snorkeling, sandbars, snacks, and wildlife watching. Groups are limited to 10 people.

“This trip is definitely not worth the money. The tour guide was Argentinian and didn’t speak English well. He had no answers for our questions. And the snacks were already opened and eaten out of containers. The only thing “ECO” about the trip was the the old Hobby Cat was it had no motor. Terrible trip!!! My suggestion would be to take the boat trip out of Byscane National Park..”

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Miami Sightseeing Cruise on a Luxury Yacht - The route: islands, mansions, beaches, and port views
Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Tour Reviews, USA Sailing Trips, VIP

Miami Sightseeing Cruise on a Luxury Yacht

3.Miami Sightseeing Cruise on a Luxury Yacht

★★★★★★★★★★3.0 · 333 reviews · from $18Best value

Cruise Biscayne Bay for 75 minutes aboard a two-level sightseeing boat from Bayfront Park. A live bilingual guide points out celebrity homes, Miami Beach, Fisher Island, the Port of Miami, and the skyline. Choose shaded outdoor seating or air-conditioning, with drinks and snacks sold onboard.

“The meeting address was not helpful. It takes you to the park but you must know to meet behind the Ferris wheel. We planned to get there 45 minutes early as instructed, but we ran around so much trying to find it and had to call their main office for more specific directiRead more”

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Miami: BYOB Private Yacht Cruise Play Your Own Music - Starting inside the marina
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Miami: BYOB Private Yacht Cruise Play Your Own Music

4.BYOB Private Yacht Cruise Play Your Own Music

★★★★★★★★★★4.7 · 210 reviews · from $122

Take a private two-hour cruise around Miami Bay aboard a Sundancer yacht for up to 10 or 12 people. Bring drinks, use the supplied cooler and ice, and play your own music. Captains including Daniel, Jorge, and Aleksandar have led recent trips, with skyline, Brickell, port, and Bayside views along the way.

“it’s was the best time I had since i’ve been in Miami! I can’t wait to do it again”

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42 to 46 Ft Private Yacht Miami, rent for 2 our 4 hours, 12 ppl - Two hours or four hours: choose carefully
Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Miami, Private Sailing Charters in the USA, Tour Reviews, USA Sailing Trips

42 to 46 Ft Private Yacht Miami, rent for 2 our 4 hours, 12 ppl

5.42 to 46 Ft Private Yacht Miami, rent for 2 our 4 hours, 12 ppl

★★★★★★★★★★5.0 · 85 reviews · 2 to 4 hours (approx.)

Reserve a private 42 to 46-foot yacht in Miami for two or four hours with up to 12 people. Cruise the bay, see Brickell and Fisher Island, play your own music, and bring food and drinks. Fuel, ice, and a cooler are included, while the captain fee is extra.

“The overall experience was good not great. The yacht was clean and comfortable. We were expecting to see more nature and swimming in open waters but this trip is about the sightseeing of Miami skyline and mansions. Really not interested in that. The crew mate Layling Briceno was very helpful and had smile on her face. The captain (Diaz) of the yacht had good knowledge about the boats and city but he was not interested or was proactive to make this trip memorable. We had to ask about the things that could be done and not wasting our four hours just sitting in the yacht.”

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Miami Bay Discovery Private Yacht Cruise with Captain - What the Captains Add to the Day
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Miami Bay Discovery Private Yacht Cruise with Captain

6.Miami Bay Discovery Private Yacht Cruise with Captain

★★★★★★★★★★5.0 · 79 reviews

Cruise Biscayne Bay aboard a private yacht for up to 12 people with Captain Kadir, Ben, Joseph, or Felipe. Swim at Haulover Beach Park, enjoy mansion views, use the Bluetooth speakers and cooler, and request a restaurant stop during your 2 to 6 hour outing.

“It was a great experience, the boat was super clean, plus it's new. Felipe was very kind to us and explained many things to us on the trip. It was a very fun trip that I highly recommend so far. The most beautiful experience we've had in Miami”

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Miami: Party Yacht Cruise with Open Bar and DJ - Getting to Bayside Marina and finding the kiosk
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Miami: Party Yacht Cruise with Open Bar and DJ

7.Party Yacht Cruise with Open Bar and DJ

★★★★★★★★★★3.2 · 39 reviews · 3 hours · from $100

Board at Bayside Marina for a three-hour Miami night cruise with a live DJ, dancing, skyline views, and an advertised premium open bar. You must be 21 or older, arrive 30 minutes early, bring ID, and expect smart-casual dress. Extra charges may apply for upper-deck access and bottle service.

“wir sind mit dem taxi bis zum Hafen gefahren (50 Dollar) dort sagte man uns (5 Personen) heute fährt kein Boot, eine Strunde vor Ort gewartet, kein Boot, keine Infos und kein Ansprechpartner”

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Miami: Intimate Sailing in Biscayne Bay w/ Food and Drinks - Starting at David T. Kennedy Park
Bay, Harbour & Coastal Sailing, Food, Food & Drink, Miami Sailing Trips, Sailing Trips, Sailing Trips with Open Bar & Drinks, Tour Reviews, USA Sailing Trips

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

8.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 an English-speaking guide such as David, Dan, or JP. Learn basic sailing, stop to swim or snorkel, watch for dolphins and manatees, enjoy snacks and drinks, and try the boat’s trapeze harness.

“David has been an amazing sailor, my boyfriend and I had a wonderful experience I could not recommend more! We enjoyed the sailing, we were amazed by how much he knew and loved the biscayne bay, and we had a great time snorkeling (we were able to see different types of coral and dozens of different species of fish). In the end, we saw Miami Beach at the sunset, how beautiful! If you want to have a great time, book this experience 🤩”

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Miami Beach: 48 Foot Private Yacht Rental - Key points to know before you book
Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Miami, Private Sailing Charters in the USA, Swimming & Beach Sailing Trips, Tour Reviews, USA Sailing Trips

Miami Beach: 48 Foot Private Yacht Rental

9.48 Foot Private Yacht Rental

★★★★★★★★★★4.4 · 32 reviews · 2 - 4 hours

Take a private 48-foot yacht from 5400 Collins Ave around Miami Beach and Biscayne Bay. You can cruise past South Beach, waterfront homes, and the Miami skyline, bring ready-to-eat food, and plan a sunset outing. The boat holds up to 12 people, with fuel, water, ice, and a floating mat included.

“Pedí guía en español el capitán no hablaba español, el barco extremadamente descuidado y viejo, la atención de la tripulación nula”

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Miami: Key West with Catamaran Tour, Drinks, and Free Time - Choosing between snorkeling and dolphin watching
Catamaran Cruises, Catamaran Cruises in the USA, Miami Sailing Trips, Sailing Trips with Open Bar & Drinks, Tour Reviews, Tours, USA Sailing Trips

Miami: Key West with Catamaran Tour, Drinks, and Free Time

10.Key West with Catamaran Tour, Drinks, and Free Time

★★★★★★★★★★4.4 · 23 reviews · from $59

Travel from Miami Beach across the Overseas Highway to Key West, then choose a three-hour snorkeling cruise or dolphin-watching boat trip. Basic gear, beer, wine, margaritas, soft drinks, and water are included, followed by free time in Key West.

“Was super awesome. A little scary. Make sure you are comfortable in water.”

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Miami: Miami Skyline Vintage Yacht Cruise, - Starting at Pier A in Miami Beach Marina
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Miami: Miami Skyline Vintage Yacht Cruise,

11.Miami Skyline Vintage Yacht Cruise,

★★★★★★★★★★4.6 · 18 reviews · 1h 30m · from $60

Board Mizner’s Dream at Miami Beach Marina for a 90-minute cruise with a captain and professional bilingual guide. Hear how Julia Tuttle, Henry Flagler, and Carl Fisher shaped Miami while passing Star, Hibiscus, Palm, and Venetian islands. Drinks are available to buy onboard.

“The crew was wonderful along with the tour itself was informative.”

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Miami Beach: Private Yacht Rental with Captain - Millionaire homes and Miami’s waterfront celebrity view
Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Miami, Private Sailing Charters in the USA, Swimming & Beach Sailing Trips, Tour Reviews, USA Sailing Trips

Miami Beach: Private Yacht Rental with Captain

12.Private Yacht Rental with Captain

★★★★★★★★★★4.4 · 13 reviews · 2 - 4 hours

Hire a private yacht for up to 13 people and cruise Biscayne Bay with a licensed captain. You can pass Miami’s waterfront homes, watch for dolphins, then anchor at Haulover Sandbar for swimming and snorkeling. Water, ice, a cooler, gear, and a floating mat are included.

“I was so excited being that the description was everything I wanted. Upon arrival I seen a boat not yacht pulling up. I started to pray. Hoping this wasn’t what I paid for. This was a nightmare experience and I was extremely disappointed. After the boat arrived I try calling to and there was no answer anymore. I was completely scammed. This is extremely disappointing and very devastating. The boat was dirty with worn out equipment. It had a very bad smell. One bathroom out of order and I didn’t fell comfortably at all.”

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