The 9 Best Key West Catamaran Cruises

1.Key West Champagne Sunset Catamaran Cruise

★★★★★★★★★★4.5 · 586 reviews · 1 hour 30 minutes (approx.) · from $59Our pick

Sail from Key West’s Historic Harbor for 90 minutes aboard a spacious catamaran, with champagne, wine, beer, sangria, soft drinks, and water included. You’ll pass Mallory Square and Fort Zachary Taylor, look for marine life, and return after sunset. Bring a light jacket, since the ride can turn cool.

“we were put on a different cruise which was bigger , longer time , music and apps. the focus was on an obnoxious singer and drinking alcohol. sunset was beautiful, food was yummy, service a was great.”

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2.Dry Tortugas National Park Day Trip by Catamaran from Key West

★★★★★★★★★★4.5 · 433 reviews · from $220

Take the Yankee Freedom III from Key West to Dry Tortugas National Park for a full day of Fort Jefferson, beaches, coral reefs, snorkeling, breakfast, lunch, and sea views. Guides such as Hollywood, Dan, and Ben bring the fort’s story to life, while the long ride calls for patience.

“We had a wonderful time. Mostly we enjoyed the walking tour with Dan. We learn the history and also all of past and present. A few stories also. Great job Dan! The ship’s crew out of their way to serve us and make sure we had a wonderful time. Thank you Yankee Freedom!”

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3.Shark and Wildlife Viewing Catamaran Tour

★★★★★★★★★★4.8 · 150 reviews · 2 hours · from $99

Join Captains Ken, Clay, and Dave Harris aboard the shaded 34-foot Tiger Cat for two hours in Key West’s backcountry waters. A scent draws sharks near for safe viewing, while you watch for dolphins, turtles, stingrays, and birds. Drinks are included, but food and hotel transport are not.

“We saw a lot of dolphins! Unfortunatetly not many shells on shell island even if you walk towards the ocean side. Great guides very friendly And genuine”

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4.Afternoon Catamaran Sail and Dolphin Watch

★★★★★★★★★★4.5 · 116 reviews · 2h 30m · from $59

Set out from Lazy Way Lane for a 150-minute afternoon catamaran sail with an English-speaking crew. Watch for Atlantic bottlenose dolphins, enjoy unlimited beer, wine, sangria, soft drinks, and water, and take in Key West from the water.

“We did not see any dolphins, which of course was not the guides fault. I felt like we just did a circle around key west. The boat was not taken too far off the island. Glad we did the activity but have no need to do again”

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5.2 Hour Key West Mini Catamaran Eco Tour

★★★★★★★★★★4.5 · 104 reviews · 2 hours (approx.)

Pilot a two-person mini catamaran through Key West’s backcountry with a local guide such as JoJo, Nina, or John. Expect mangrove channels, sandbar stops, quiet islands, swimming, and wildlife possibilities. The boats are fun and stable, but you should be ready to steer through waves.

“Our guide, Jo Jo, was excellent. Victor was not good. We booked through Viator and everything was fine until we were three minutes from this excursion when Viator called and said they were canceling our excursion. I told the person this was unacceptable as we were almost there already and the Uber costs us $20 each way. The guides at the location were nice and said 3 of the machines were broken down and they informed Viator the previous day. Jo Jo came and said we could still go on the lone working two person catamaran and he would lead with a jet ski if we'd like to. We agreed…”

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6.Bimini Charters – Private 3hr Catamaran Charters, Sail & Snorkel

★★★★★★★★★★5.0 · 26 reviews Top rated

Spend three private hours aboard Bimini Charters’ catamaran with Captain Nils and a helpful first mate such as Simon, Patrick, or Jess. Sail Key West’s coast, snorkel West Sambo Reef, watch for dolphins and turtles, or relax on the deck with your own food and drinks.

“Sitting in the netting of the catamaran and watching the water go bye The snorkeling was awesome. We went out to the reefs. He was able to post up while we snorkels.”

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7.Catamaran Snorkel with Seafood Boil and Open Bar

★★★★★★★★★★4.4 · 9 reviews · 4 hours · from $89

Spend four hours aboard a spacious Sebago catamaran off Key West. You’ll snorkel at two nearby sites, possibly Sand Key, with provided gear and English-speaking instructors, then enjoy shrimp, corn, potatoes, and drinks from the premium open bar.

“THE CREW WERE GREAT BUT AFTER GOING OUT THE STORMS CAME AND THE WATER WAS TOO ROUGH TO CONTINUE SO WE RETURNED TO SHORE.”

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8.Catamaran Champagne Sunset Sail

★★★★★★★★★★4.7 · 3 reviews · 1h 30m · from $79

Join Sebago Watersports aboard the catamaran Marquesa for a 90-minute sunset sail from Key West’s Historic Seaport. With sails raised, unlimited champagne, wine, beer, sangria, soft drinks, and views of Mallory Square, Sunset Key, and Fort Zachary Taylor, this is a relaxed end to your day.

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9.Bimini Charters – Private Luxury Catamaran 3-hr Sunset Sails

★★★★★★★★★★5.0 · 3 reviews · from $137

Book the S/V Liberty for a private three-hour Key West sunset sail with Captain Nils and first mate Simon. Snorkel near West Sambo Reef, watch for dolphins and turtles, bring your own food and cocktails, and sail past Mallory Square aboard a clean 44-foot catamaran.

“Had an awesome time! The boat was very nice/clean. Crew was very friendly and knowledgeable about the area. 1000 out of 10 would recommend! Will definitely book another trip in the future!”

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