Under sail · CATAMARAN SAILING TRIPS IN THE USA

The 12 Best Catamaran Sailing Trips in the USA

12 sailing trips  ·  seats from $35 each

Wind permitting, any of these 12 catamaran sailing trips in the USA makes the day. Each is priced and timed so you can choose before the coffee goes cold.

Waikiki Turtle Snorkel and Sail on Hawea Catamaran - A simple Waikiki start at the Duke Kahanamoku statue
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Waikiki Turtle Snorkel and Sail on Hawea Catamaran

1.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

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

Meet at the Duke Paoa Kahanamoku Statue for a 2.5-hour catamaran trip to Turtle Canyon. Snorkel with green sea turtles, tropical fish, octopuses, and reef life in relatively shallow water, then sail along Waikiki. Guides such as Jenna, Julia, Claire, and Dez have been praised for attentive safety help, though you must know how to swim.

“Awesome trip with great sea life including whales, dolphins and sea turtles. The captain and staff were terrific and made sure everyone had a good time.”

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Sunset Dolphin Sail Aboard the Privateer Catamaran - The opening ride along Panama City Beach
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Sunset Dolphin Sail Aboard the Privateer Catamaran

2.Sunset Dolphin Sail Aboard the Privateer Catamaran

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

Set out from 4114 Jan Cooley Drive for a two-hour sunset cruise on the 52-foot Privateer catamaran. Captain Mike, Lamar, Chelsea, and other crew members keep the ride lively while you watch for dolphins, deer, sea turtles, and the Gulf sunset. One drink is included, with snacks and cocktails available for purchase.

“I went with my 8 year old son. So much fun!!! We would go back. We saw so many dolphins. There was music playing and it was so relaxing and beautiful.”

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Ko Olina Catamaran Sail and Snorkel with Lunch - Sailing along Oahu’s west coast
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Ko Olina Catamaran Sail and Snorkel with Lunch

3.Ko Olina Catamaran Sail and Snorkel with Lunch

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

Set out from Ko Olina Marina on a 53-foot catamaran for a three-hour sail, reef snorkeling, lunch, and drinks. Crew members such as Captain Todd, Matt, and Kai are known for attentive help in the water and on deck. You may spot spinner dolphins, sea turtles, whales, and tropical fish. Waikiki pickup is available as an upgrade.

“The experience was great. The family really enjoyed it. We saw lots of species of tropical fish. Make sure you grab food for the fish.”

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Sightseeing and Sunset Catamaran Sailing Excursion - Choosing between the day sail and sunset cruise
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Sightseeing and Sunset Catamaran Sailing Excursion

4.Sightseeing and Sunset Catamaran Sailing Excursion

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

Sail from Capri Boulevard aboard Cool Beans, a 20-passenger catamaran with Captain Dan, Patrick, or Kyle and their crew. Choose a 2.5-hour day sail with swimming and shelling, or a two-hour sunset cruise with beer, wine, soda, water, and a champagne toast. Expect wildlife, Gulf views, limited motoring, and a relaxed pace.

“The captain and 1st Mate were great. Our weather wasn’t the best but they did everything to make sure all guests were taken care of”

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Oahu: Waikiki Sunset Catamaran Sail and Swim - The swim stop in open Pacific water
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Oahu: Waikiki Sunset Catamaran Sail and Swim

5.Oahu: Waikiki Sunset Catamaran Sail and Swim

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

Join Pink Sails Waikiki for a two-hour sunset catamaran trip from Waikiki. You can swim in the Pacific before sunset, then watch Diamond Head and Waikiki’s lights glow from the water. English-speaking crew members such as Jamie, Alex, John, and Morgan have helped with photos, drinks, and swim support, though boats and crew can change.

“Incredible crew from the captain to Alex and John were all friendly and entertaining. Lovely sunset”

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Sunset Dolphin Sail Aboard the Footloose Catamaran - The 90-minute route from dock to sunset
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Sunset Dolphin Sail Aboard the Footloose Catamaran

6.Sunset Dolphin Sail Aboard the Footloose Catamaran

★★★★★★★★★★5.0 · 442 reviews · 1 hour 30 minutes (approx.) · from $40Lowest fare aboard

Set out from the Bluegreen Bayside Golf & Spa Resort on the 40-foot Footloose catamaran for a 90-minute Gulf cruise. You may spot dolphins, enjoy tropical music, and watch the sun drop over Panama City Beach. One drink is included, with snacks and alcoholic drinks available by card. Ryan, Lamar, Gordon, Dale, and other crew members have hosted recent trips.

“Great easy going experience for the family and friends! Make sure you take the front seats outside of the main seating area, best spot to look at dolphins!”

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Waikoloa Signature Catamaran Sunset Sail - Drinks, Snacks, and the Onboard Setup
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Waikoloa Signature Catamaran Sunset Sail

7.Waikoloa Signature Catamaran Sunset Sail

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

Sail from Anaehoʻomalu Bay on a 53-foot catamaran with up to 49 people. Enjoy Pacific sunset views, live commentary, premium drinks, snacks, shaded seating, and a chance to spot whales, turtles, or the green flash. The barefoot boarding process and occasional rough water are worth planning for.

“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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From Ma'alaea: 'Alihilani Sunset Sail Catamaran Tour - Three ways to enjoy the boat
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From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour

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

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

Sail Maui’s Alihilani catamaran carries you from Maalaea Harbor into the Auau Channel for a two-hour sunset sail. Expect cold snacks, included drinks, open trampolines, covered seating, and an English-speaking crew. From December through March, keep watch for humpback whales. Check in at slip 72.

“This activity was fun & relaxing. I attended with my husband, my mom, and my 9 year old daughter. The staff was super friendly came around talking to everyone and made sure we had something to drink when our cups were close to empty. They don't really plan an exact time of being out there just until the sun goes down. Please note this is a catamaran and they ask you to take off your shoes before getting onto the boat (something I wasn't aware of). Wear something comfortable doesn't get even a little chilly maybe until the end of the activity but not much. Overall we had a good…”

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2.5-Hour Small-Group Catamaran Sunset Sail with Drinks - USS Midway and San Diego’s downtown waterfront
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2.5-Hour Small-Group Catamaran Sunset Sail with Drinks

9.2.5-Hour Small-Group Catamaran Sunset Sail with Drinks

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

Meet your captain at Safe Harbor Sunroad on Harbor Island for a 2.5-hour sunset sail limited to six people. Captains Ryan, Matt, Kaya, and Ty are known for friendly hosting, local facts, and hands-on sailing. Expect skyline views, sea lions, seabirds, possible dolphins, complimentary drinks, blankets, and a quiet ride under sail when conditions allow.

“This is such a fun activity in San Diego! We did the sunset cruise for our birthdays on a girls trip and it was the perfect way to see all the sea sites without the pressure of walking thru all of them. Captain Ryan was the best and is so educational about sailing. He will tailor your trip to whatever you want. If you want to just sip and drink wine, he will do all of the work. Could not recommend this more!!”

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Panama City Beach: Sunset Sail on the Privateer Catamaran - Boarding the Privateer catamaran
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Panama City Beach: Sunset Sail on the Privateer Catamaran

10.Panama City Beach: Sunset Sail on the Privateer Catamaran

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

Spend two hours aboard the Privateer catamaran, sailing from Panama City Beach toward Shell Island as the sun sets. You get one complimentary drink, music on some evenings, and access to a bar selling more drinks and snacks. Keep watch for dolphins, then return to 4114 Jan Cooley Drive.

“This was the perfect ending to our vacation. We loved the cruise and the crew was fantastic.”

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Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran - Waikiki from the water, with Diamond Head ahead
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Board from Waikiki Beach for Aloha Hour Sail on Hāwea Catamaran

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

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

Board the 50-foot Hāwea at the Duke Kahanamoku Statue for a 90-minute afternoon sail toward Diamond Head. Expect Waikiki views, music, made-to-order alcoholic drinks and mocktails, and a friendly crew. Captains and crew members such as Woody, Julia, Dez, and Jenna have helped make recent sails especially welcoming.

“We loved every minute of it!captain was excellent, very professional, and well attentive to all our needs. Drinks were very nice!”

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2-Hour Oahu Sunset Catamaran Sail - Two hours along Oahu’s west coast
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2-Hour Oahu Sunset Catamaran Sail

12.2-Hour Oahu Sunset Catamaran Sail

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

Set out from Ko Olina Marina for a two-hour sunset sail on a 53-foot catamaran. You’ll receive shrimp cocktail, charcuterie, soft drinks, juices, and three complimentary cocktails while the crew serves you along the coast. Captain Tamika, Jackie, Ethan, Todd, and Brittany have all been praised for warm service, though traffic from Waikiki can make the marina tricky to reach on time.

“We happened upon a pod of dolphins which followed us for a long while. The crew was very friendly and helpful.”

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Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
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