15 Catamaran Sailing Trips in the USA to Build a Day Around

1.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

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

Review the Waikiki Turtle Snorkel and Sail on Hawea Catamaran, with turtle sightings, costs, timing, safety tips, and honest advice.

“Awesome tour. Capt Jenna and her team Julia, Nina and Tommy did a great job of showing us where the turtles were but also keeping us safe as there were alot is boats in the area. Seeing all the turtles and flying sh and the reef was spectacular. Ended with a sail around Waikuki. Highly recommend this tour and team.”

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2.Sunset Dolphin Sail Aboard the Privateer Catamaran

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

Review of Panama City Beach’s Privateer sunset dolphin sail, with pricing, views, drinks, music, logistics, drawbacks, and booking advice.

“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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3.Ko Olina Catamaran Sail and Snorkel with Lunch

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

Review the Ko Olina catamaran sail and snorkel tour, with reef views, lunch, drinks, wildlife sightings, pricing, and practical tips.

“The staff was friendly. The boat was clean. We saw lots of fish when we snorkeled. The sandwiches were tasty. The music playlist was great!”

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4.Sightseeing and Sunset Catamaran Sailing Excursion

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

Review of Cool Beans Cruises in Naples, Florida, with sunset sailing, dolphins, drinks, swimming, shelling, pricing, and booking tips.

“Friendly crew and great sights from the water. The swim to the island was an added bonus - float assistance provided!”

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5.Waikiki Sunset Catamaran Sail and Swim

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

Review of Oahu's $44 Waikiki sunset catamaran sail, with ocean swimming, Diamond Head views, crew tips, value, and practical advice.

“Captain Jaime, Big Mike, and Alex did a great job on the cruise. They were fun and interactive with the group. Made it a great experience”

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6.Sunset Dolphin Sail Aboard the Footloose Catamaran

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

Sail into a Panama City Beach sunset aboard the Footloose catamaran, with dolphin sightings, music, a drink, and Gulf views for $40.

“Great experience. Great crew. I would do again. Had a great time. Family enjoyed as well. Great job to the crew.”

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7.Waikoloa Signature Catamaran Sunset Sail

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

Review of Waikoloa’s sunset catamaran sail, with coast views, drinks, boarding tips, food details, pricing, timing, and practical advice.

“We had a great cruise. The crew was terrific. We enjoyed the catamaran. The drinks were varied and the dinner was a surprise.”

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

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

Sail Maui’s two-hour Alihilani sunset catamaran from Maalaea with ocean views, drinks, cold appetizers, music, and possible whale sightings.

“The crew, Patrick, Jeff, Malani and Kyrstin were great. They really went beyond to accommodate everyone. The experience was relaxing and the bottomless drinks were a nice bonus. Highly recommend!!”

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9.2.5-Hour Small-Group Catamaran Sunset Sail with Drinks

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

Review of San Diego’s 2.5-hour small-group sunset catamaran sail, with harbor views, drinks, wildlife, practical tips, and honest value advice.

“Best sail ever, Capt Ryan was excellent, informative and good guy to sail with, took many pictures if us. Highly recommend.”

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10.Kona Signature Catamaran Sunset Sail

★★★★★★★★★★5.0 · 218 reviews · 1 hour 30 minutes (approx.) · from $109

Review of Kona’s 90-minute sunset catamaran sail, with coastline views, cocktails, dinner, wildlife sightings, practical tips, and value advice.

“Read email they send to tell you where to meet, coordinates are helpful. We met Captain Michael and crew: John and Caesar. They were kind and helpful especially without our sea legs. We sat and were served drinks and a surprise meal. We saw dolphins and a beautiful sunset. A memorable part of our trip.”

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11.Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach

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

Review of Daytona Beach’s six-person catamaran cruise, with dolphin sightings, river views, practical tips, pricing, and honest drawbacks.

“Very nice gentle ride. We were lucky enough to spot a pod of 4 who played around and under the boat for quite some time!”

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12.Sunset Catamaran Sail in Cocoa Beach

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

Review of Cocoa Beach’s two-hour sunset catamaran sail, with wildlife, sunset views, practical tips, pricing, meeting details, and FAQs.

“I'd give this excursion 10 stars if I could! So fun, so beautiful. Entertaining captains Kris and Andrew, and also reasonably priced. Highly 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

Review of Cool Beans Cruises in Naples, a 2.5-hour catamaran sail with shelling, swimming, wildlife, drinks, and Gulf views.

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

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

Review of Waikiki’s 90-minute Hāwea catamaran sail, with Diamond Head views, free drinks, friendly crew, marine life, and practical tips.

“Excellent crews and great sail. The view of Waikīkī and Diamond Head is incredibly beautiful. Highly recommended”

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15.2-Hour Oahu Sunset Catamaran Sail

★★★★★★★★★★5.0 · 122 reviews · 2 hours (approx.) · from $130

Review of Oahu’s 2-hour sunset catamaran sail, with drinks, shrimp cocktail, coastal views, practical tips, value, and honest drawbacks.

“We arrived on time for check-in, but only about 8 of us were there at the required time. The remaining 20+ guests arrived about 10 minutes before departure and were still accommodated, which made the start feel confusing and poorly coordinated. We didn’t expect a sunset sail with nearly 30 people, especially since there were no seats—only nets. With that many people, the boat felt overcrowded, which made the experience feel unsafe and anxiety-inducing. Communication about where to meet was also unclear from the beginning.”

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