15 Catamaran Sailing Cruises in the USA Worth Booking

1.Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

★★★★★★★★★★4.5 · 2,109 reviews · 2 to 3 hours (approx.) · from $134Our pick

Sail from Kewalo Basin to Turtle Canyon aboard the Honu Lani, a power catamaran carrying up to 40 people. Snorkel with a guide, watch for turtles, fish, dolphins, and winter whales, then enjoy lunch and drinks on the midday cruise. Crew members may include Chris, Natalie, Greta, Joey, or Whitney.

“Crew was super friendly, always offering to bring us drinks. We took the 8 AM so I didn’t drink any of the alcoholic drinks offered, and I was driving. But they had fun tropical cocktails as well as beer. The snacks were mini bags of potato chips, so if you are taking the morning excursion, you should eat breakfast first. Water was super calm, sometimes I get motion sickness, but it didn’t bother me at all. Two other people in the boat were extremely sick, but they had actually never been on a boat before. Description says three hours, but we were back at the dock by 10 AM, so…”

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2.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

★★★★★★★★★★5.0 · 1,655 reviews · 2 hours 30 minutes (approx.) · from $89Top rated

Meet at the Duke Kahanamoku Statue for a 2.5-hour catamaran trip to Turtle Canyon. Your crew provides snorkel gear, points out turtles, fish, octopuses, and reef life, then sails along Waikiki. Morning and afternoon departures are available, with drinks, cold brew, and granola bars included.

“Best snorkel tour! For someone who hasn’t done a snorkel tour in awhile this was perfect. The staff was excellent fun and so helpful. They all made the experience amazing. We saw 3 turtles and some fish. On the return ride tried to see whales but none some saw flying fish! Next time I come with fam I will book this tour. Smooth and way from booking to end of tour. Def worth it!”

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3.Sunset Dolphin Sail Aboard the Privateer Catamaran

★★★★★★★★★★5.0 · 709 reviews · 2 hours (approx.) · from $45

Spend about two hours aboard the Privateer catamaran with Captain Mike and crew, watching for dolphins and a Gulf sunset. You get one beverage, tropical music, and live music on selected evenings. The onboard bar sells snacks, cocktails, and Privateer Punch, with card payment only.

“Mike, Lamar, Jess and Jeff (singer/guitarist) were the best at Sunset Paradise Adventure!!! Even though it was raining the best experience ever, my family loved it and we saw SO MANY GROUPS OF DOLPHINS!!! This has to be the best experience we ever had. Thank you for making this the most memorable experience!”

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4.Ko Olina Catamaran Sail and Snorkel with Lunch

★★★★★★★★★★5.0 · 630 reviews · 3 hours (approx.) · from $195

Join captains and crew members such as Todd, Matt, and Kai for a three-hour sail from Ko Olina. You’ll snorkel among tropical fish, look for turtles, dolphins, and whales, then enjoy sandwiches, snacks, cocktails, juice, and ocean views aboard a roomy 53-foot catamaran.

“Beautiful day sailing on a Catamaran. The crew was excellent; very attentive (both on the boat and in the water). We saw a pod of spinner dolphin from the boat and a few turtles while in the water. So many colorful fish. Beautiful experience.”

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5.Sightseeing and Sunset Catamaran Sailing Excursion

★★★★★★★★★★5.0 · 617 reviews · 2 hours 30 minutes (approx.) · from $80

Board the 20-passenger Cool Beans catamaran at 377 Capri Blvd for a day sail or sunset cruise. Captain Dan, Patrick, Dave, and crew members such as Kyle and Jack create a relaxed outing with Gulf sailing, included drinks, wildlife sightings, and a champagne toast on sunset trips.

“Amazing trip with even more amazing crew! I went with my family with a 2 year old and the trip was perfect.”

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6.Waikiki Sunset Catamaran Sail and Swim

★★★★★★★★★★4.7 · 519 reviews · from $44

Join Pink Sails Waikiki for a two-hour sunset cruise with an English-speaking crew, open-water swimming, music, and views of Diamond Head and Waikiki lights. Crew members such as Jamie, Alex, John, and Morgan have been praised for friendly service and help with photos. Boat assignments can change.

“Amazing experience! We had so much fun from start to finish 🤩. Jumping into the middle of the ocean was awesome, and the crew was super well organized even with the crowd – everything ran smoothly. We got to enjoy the sunset at the perfect time and even had stunning views of Diamond Head from the catamaran. Definitely a must-do in Waikiki, great vibes and unforgettable memories”

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7.Sunset Dolphin Sail Aboard the Footloose Catamaran

★★★★★★★★★★5.0 · 442 reviews · 1 hour 30 minutes (approx.) · from $40Best value

Set out from Bluegreen Bayside Golf & Spa Resort on the 40-foot Footloose catamaran for a 90-minute sunset sail. Watch for dolphins, enjoy tropical music and one included beverage, then buy drinks or snacks from the card-only bar. Crews may include Ryan, Lamar, Gordon, or Dale.

“Everything was fantastic and the Captain was a blast! We had a great time and most definitely will take this tour again next year!”

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8.Waikoloa Signature Catamaran Sunset Sail

★★★★★★★★★★4.5 · 396 reviews · 1 hour 30 minutes to 2 hours (approx.) · from $159

Board a 53-foot power catamaran at Anaehoomalu Bay for a relaxed 90-minute sunset sail. You’ll enjoy premium drinks, snacks, shaded seating, live commentary, and views of lava coast, sea turtles, whales, and the possible green flash.

“Turned out to be a beautiful evening for a beautiful sunset. Smooth cruise out to the deep blue and back. Good drinks, great service. Everyone seemed happy to be there.”

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9.From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour

★★★★★★★★★★4.8 · 348 reviews · from $114

Sail the Auʻau Channel aboard Sail Maui’s 49-passenger catamaran, ‘Alihilani, for sunset views, drinks, cold hors d’oeuvres, and a chance to spot dolphins or humpback whales from December through March. Meet crew members such as James, Kevin, Jess, or Captain Nicholas, depending on the sailing.

“10/10 would do again! Great crew - great time! Worth it! Spent half day in Lanai then came and did this, THEN went to Lahaina pizza company. Full day and was awesome!”

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10.2.5-Hour Small-Group Catamaran Sunset Sail with Drinks

★★★★★★★★★★5.0 · 223 reviews · 2 hours 30 minutes (approx.) · from $119

Set out from Harbor Island for a 2.5-hour sunset sail with no more than six people aboard. Captains Ryan, Matt, Kaya, and Ty share local and sailing facts while you pass the USS Midway, downtown, Coronado Bay Bridge, Point Loma, sea lions, and seabirds. Beer, wine, soft drinks, water, and blankets are included.

“We had an amazing catamaran cruise with Captain Ryan! He was such a great host and captain. We ended up rescheduling because of rain, and pivoted from a sunset cruise to a morning cruise and it was heavenly, the most relaxed part of our weekend! Highly recommend for family, friends, or a special date night!!!”

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11.Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach

★★★★★★★★★★4.5 · 179 reviews · 1 hour 15 minutes (approx.) · from $64

Join Captain Randy and crew aboard the Howling Owl, a clean, spacious catamaran limited to six people. You’ll cruise Daytona Beach’s Halifax River for about 75 minutes, with shaded and sunny seating, drinks, a bathroom, and chances to spot dolphins or manatees.

“It was along the river so it was much calmer than expected which was great for kids. They were a little bored though until they saw the dolphins.”

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12.Sunset Catamaran Sail in Cocoa Beach

★★★★★★★★★★5.0 · 176 reviews · 2 hours (approx.) · from $56

Spend about two hours aboard a small, spacious catamaran from Merritt Island, sailing the Banana River Lagoon and Thousand Islands near Cocoa Beach. Captains such as Kris, Andrew, Don, and Jen share local stories while you watch for dolphins, manatees, turtles, pelicans, and ospreys.

“I did the sunset cruise and it was beautiful. We saw some manatees, dolphins, turtles and lots of various birds. The captain, Don, was lovely and insightful, teaching us about our surroundings as we went. 10/10 would recommend.”

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13.Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans

★★★★★★★★★★5.0 · 166 reviews · 2 hours 30 minutes (approx.) · from $79

Join Cool Beans Cruises in Naples for a 2.5-hour catamaran sail aboard the 42-foot Mainecat Cool Beans. Captains such as Patrick and Dan, with mates including Kyle and Marshall, offer drinks, wildlife viewing, sailing, and a weather-dependent beach stop for swimming and shells.

“It was a wonderful and enjoy cruise with beautiful weather. Our captain and co were very friendly, professional and courteous. I would highly recommend!!”

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14.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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15.Luxury Catamaran Sailing Charter of San Diego

★★★★★★★★★★5.0 · 87 reviews · 2 to 8 hours (approx.)

Charter a private luxury catamaran from San Diego for 2 to 8 hours. Cruise Mission Bay and the Pacific toward La Jolla Cove or Sunset Cliffs, with crew service, bottled water, two ice-filled coolers, and room for your own food and drinks. Maddie and Jake have helped make past outings especially welcoming.

“We loved this whole experience! We were a group of 6 and the crew was beyond accommodating and we had an amazing time on the water. Would highly recommend!”

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