Catamaran Sailing Cruises in the USA: Our Top 15

1.Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

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

Sail from Kewalo Basin to Turtle Canyon aboard the Honu Lani, a power catamaran limited to 40 people. You get premium snorkel gear, a guide in the water, turtle sightings guaranteed by a free re-ride, and lunch with beer, wine, and cocktails on the midday trip. Crew members have included Chris, Natalie, Greta, and Captain JoJo.

“It was amazing, from start to finish. The catamaran trip, the instructions, the snorkeling, the various turtles and types of fish, the attention of the crew and the good conversations. I highly recommend it!”

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2.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

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

Meet at the Duke Paoa Kahanamoku Statue for a 2.5-hour Hawea catamaran trip to Turtle Canyon. Snorkel in shallow reef water with green sea turtles, tropical fish, octopus, and starfish, then sail past Waikiki. Guides such as Jenna, Julia, Dez, Claire, and Kapono help with safety and marine life.

“Amazing experience, got the full package. Pretty up close Whale sightings, so many fish and sea turtle sightings. As well as dolphins swimming with the boat. Recommend to anyone who loves the ocean and its inhabitants!”

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3.Sunset Dolphin Sail Aboard the Privateer Catamaran

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

Sail the Gulf of Mexico aboard Paradise Adventures’ 52-foot Privateer catamaran for about two hours. You’ll get one complimentary drink, tropical music, and possible dolphin sightings, with cocktails and snacks sold onboard. Captains Mike and Lamar and crew members such as Chelsea and Teagan have earned praise for their friendly, lively service.

“Wonderful relaxing time! Enjoyed it very much! The captain and crew were very accommodating. Just a very enjoyable experience.”

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4.Ko Olina Catamaran Sail and Snorkel with Lunch

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

Set out from Ko Olina Marina aboard a 53-foot catamaran for a three-hour sail, reef snorkeling, lunch, and drinks. The crew, including captains Todd and Travis on some departures, helps swimmers of different skill levels. You may spot spinner dolphins, sea turtles, whales, or eagle rays along Oahu’s west coast.

“This excursion is a must do. The crew is amazing they looked after our every need. For is good and the snorkeling is great so many fish. I will book it again”

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5.Sightseeing and Sunset Catamaran Sailing Excursion

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

Board the 20-passenger Cool Beans catamaran at Capri Boulevard for a 2.5-hour day sail or a two-hour sunset cruise. Captain Dan, Patrick, Dave, and first mates such as Kyle and Jack lead relaxed trips with Gulf sailing, wildlife sightings, drinks, and, on day sails, a weather-dependent swim and shelling stop. Sunset trips include a champagne toast.

“Beautiful sunset sail. Captain Patrick and Kyle were amazing hosts. Our cupholders were never empty. The sail was perfect and they managed to give us a stunning sunset in spite of the previously iffy weather”

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6.Waikiki Sunset Catamaran Sail and Swim

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

Join Pink Sails Waikiki for a two-hour sunset cruise from Waikiki. You’ll see Diamond Head from the water, swim during the golden hour, and watch the shoreline light up. The crew, including captains Jaime, Alexio, John, and others, keeps the mood easygoing. Boat type and departure times can change with weather and availability.

“Fantastic time! A must do if visiting Oahu, the crew were exceptional and the views and experience was amazing. Would recommend to everyone!”

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7.Sunset Dolphin Sail Aboard the Footloose Catamaran

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

Board the 40-foot Footloose catamaran at Bluegreen Bayside Golf & Spa Resort for a 90-minute Gulf cruise timed around sunset. You can watch for dolphins, enjoy tropical music, claim a front seat for better wildlife views, and use your complimentary drink toward a relaxed evening on the water. Ryan, Lamar, Gordon, and other crew members may operate the sail.

“It was amazing!!! If you sit in the front, you will most likely get wet with sea spray. Captain Gordon and First mate Lamar were a great team! Great choices of (clean) music for everyone, non alcoholic and alcoholic drinks on board as well as a few snacks. Use the restroom before boarding unless you want to chance going below deck to use the mariners potty. This cruise was so well worth it!!!!!”

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8.Waikoloa Signature Catamaran Sunset Sail

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

Sail from Anaehoomalu Bay on a 53-foot catamaran with up to 49 people. Expect a barefoot boarding, coastal views, live commentary, premium drinks, light snacks, and a sunset stop timed for the Pacific horizon. The cruise lasts about 90 minutes and may include a more substantial meal on some departures.

“The crew was awesome. They were engaging and offered drinks the entire trip. The captain was very funny but also gave a strong sense he knew what he was doing. The chicken and rice was much better than expected and wish I had time for seconds. The sunset was perfect and we had a great time. Only issue were the directions to the parking lot, which were poor. But we got there and had a great time”

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

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

Sail Maui’s Alihilani carries you from Maalaea Harbor into the Auau Channel for a two-hour sunset sail. Relax on the forward trampolines or under the cabin, enjoy cold hors d’oeuvres and drinks, and watch for dolphins or humpback whales from December through March. The friendly crew, including captains and hosts such as Nicholas, Patrick, and Jess, keeps the mood easygoing.

“Absolutely amazing experience! Jamie, Nicholas, and Steven were a fantastic crew, and we would recommend this to anyone coming to Maui!”

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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 per person

Meet your captain at Safe Harbor Sunroad on Harbor Island for a 2.5-hour sunset sail limited to six people. Captain Ryan, Matt, or Kaya may guide you past the USS Midway, downtown, Coronado Bay Bridge, Embarcadero, and Point Loma. Beer, wine, soft drinks, water, blankets, wildlife sightings, and hands-on sailing may all be part of the evening.

“Very peaceful sail, the experience was great in December. Captain Ryan took care of us and we saw a cruise ship leaving and that was a fun experience”

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11.Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach

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

Join Captain Randy and, on some departures, co-captain Ed aboard the Howling Owl, a spacious catamaran limited to six people. The 75-minute sail follows Daytona Beach’s Halifax River, with shaded seats, sunny spots, drinks, a restroom, and chances to see dolphins or manatees.

“The sail was great, the catamaran was very spacious with a very intimate group. We didn’t see any dolphins, but we had a great time enjoying the weather and conversing with one another.”

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12.Sunset Catamaran Sail in Cocoa Beach

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

Set out from Merritt Island for a two-hour sunset sail through Banana River Lagoon and the Thousand Islands. The small group, capped at six, gives you room to enjoy the breeze, watch for dolphins and manatees, and hear local stories from captains such as Andrew, Kris, Don, and Jen. Sodas and bottled water are included.

“Kris with a K and Andrew with an A were very personable and memorable. I enjoyed the stories and I learned what sundogs were! It was a great experience, loved watching the sails go up. The magic hour was fabulous with a strong wind. Sodas and water were included free. Wear a hat & sunglasses as the sun is in your face for the first half of the journey! They let some people sit behind the steering wheel and play captain. Throughly enjoyed our ride!”

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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 per person

Sail from Capri Boulevard aboard the 42-foot Mainecat Cool Beans for about 2.5 hours. You can swim to a shell-filled beach, watch for dolphins, and enjoy soda, water, beer, and white wine. Crews have included captains Patrick and Dan and first mates Kyle, Marshall, and Magic Mike. The boat carries up to 20 people.

“I spent this cruise with my daughters and it was very Relaxing! The dolphins were giving everyone a show ❤️. Highly recommend”

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14.Sunset Sail on the Privateer Catamaran

★★★★★★★★★★4.7 · 138 reviews · from $49 per person

Sail aboard the Privateer from Panama City Beach for two hours of sunset views, tropical music, dolphin watching, and a complimentary drink. The crew, including captains such as Justine and deckhands such as Mosley on some sailings, keeps the mood friendly and relaxed. You can buy extra drinks and snacks at the onboard bar.

“Overall experience was great. Cpt J and her 2 Crew members J2 and J3 were great as well. Definitely worth the experience.”

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15.Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran

★★★★★★★★★★5.0 · 134 reviews · 1 hour 30 minutes (approx.) · from $55 per person

Board the 50-foot Hāwea catamaran near the Duke Kahanamoku Statue at 3 p.m. for a 90-minute sail along Waikiki toward Diamond Head. Expect music, made-to-order alcoholic drinks and mocktails, open ocean views, and a friendly crew. Dolphins, turtles, flying fish, and seasonal whales may appear, but wildlife sightings are never guaranteed.

“Jenna, Claire & Julia were a fabulous crew!! We got the unexpected surprise of seeing a pod of dolphins showing off for quite some time. We were headed back to shore when we saw it & Jenna turned us back around so we could watch them. It was magnificent!”

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