Sunset Catamaran Cruises in the USA: the 15 Best Days on the Water

1.Sunset & Dolphin Catamaran Cruise with Island Time

★★★★★★★★★★5.0 · 1,867 reviews · 2 hours (approx.) · from $57Our pick

Board Island Time Sailing at 5201 N Lagoon Drive for a two-hour sunset cruise through Grand Lagoon. You’ll pass St. Andrews State Park, watch for dolphins, enjoy music and bar service, and return for dockside dancing and games.

“This was the best time! Dolphins were jumping and such an incredible sunset! Christo, Audra, and Sara were the best! Christo made sure everyone got to see dolphins on their side of the catamaran while the ladies made sure all of us guests had drinks and the perfect pics to take home, taking many of the photos themselves. Perfect evening!!”

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2.San Francisco Bay Sunset Catamaran Cruise

★★★★★★★★★★5.0 · 1,342 reviews · 1 hour 35 minutes (approx.) · from $88

Board Adventure Cat at Pier 39 for a 1-hour-35-minute evening sail past Alcatraz and beneath the Golden Gate Bridge. You get one beer, wine, or non-alcoholic drink, with indoor and outdoor seating, multilingual audio guides, and warm jackets available when the bay turns cold.

“You have to do this if you are in San Fran! It made our trip! Truly once in a lifetime experience to sail under the Golden Gate Bridge at sunset! The ultimate date night! The crew were fabulous and made the whole trip fun!”

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3.San Francisco Bay Sunset Cruise by Luxury Catamaran

★★★★★★★★★★4.8 · 1,097 reviews · 1h 30m · from $90

Sail from Pier 39 on a 55- or 65-foot catamaran for 90 minutes of skyline, Alcatraz, Sausalito, and Golden Gate Bridge views. You get one complimentary drink, protected seating, open trampoline nets, and an English-speaking crew, with audio commentary listed in seven languages.

“It was a perfect final experience for us in SFO. Thanks to the crew and the weather!”

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4.Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

★★★★★★★★★★5.0 · 836 reviews · 2 hours (approx.) · from $44

Join Oahu Catamarans at 5:15 pm for a roughly two-hour sunset sail from Ala Moana Harbor. Expect Diamond Head views, Waikiki lights, complimentary pupus, music, and a BYOB setup for guests over 21. Captains such as Krash, Carlos, and Greg and crew members like Shannon and Lucy help keep the mood easygoing.

“Amazing sunset cruise! Crash and Shannon are truly fantastic hosts who made our entire trip smooth and wonderful.🌄”

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5.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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6.Sunset Catamaran Cruise in Ft. Lauderdale

★★★★★★★★★★5.0 · 692 reviews · 2 hours (approx.) · from $99

Set sail from Spirit of Lauderdale at 5:00 pm for a two-hour cruise past Millionaires Row, Port Everglades, and Fort Lauderdale Beach. The crew raises the sails offshore, with a complimentary champagne toast, shaded seating, restrooms, music, and a cash bar onboard.

“We enjoyed the sunset cruise for my wife’s birthday. Maria and captain Jim made the experience perfect.”

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7.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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8.Key West Champagne Sunset Catamaran Cruise

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

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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9.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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10.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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11.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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12.Kalapaki Kai Sunset Catamaran Cruise

★★★★★★★★★★5.0 · 349 reviews · 2 hours (approx.) · from $109

Spend about two hours with Captain Stevie and Becca aboard a group catamaran from Nawiliwili Harbor. Cruise the Huleia River past Menehune Fish Pond and movie sites, then watch for sunset in Kalapaki Bay with snacks, soft drinks, wine, beer, and cocktails.

“My husband and I took the Kalapaki Kai Sunset Catamaran Cruise yesterday and overall, it was everything we hoped for and more. 1. Very chill and slow-paced, relaxed. From the moment we boarded, the vibe was laid-back. There’s no rush, which was perfect for us. Just cruising, taking in the scenery, sipping our drinks—it felt like a gentle unwind. 2. Captain was witty and very knowledgeable and Becca was so caring and sweet. His narration of Kaua‘i history, culture, flora, fauna, and nearby points of interest was excellent. You could tell he loves the island and takes joy in sharing its stories. He sprinkled in humor, which made the educational…”

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13.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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14.Waikiki Sunset Catamaran Cocktail Cruise

★★★★★★★★★★4.7 · 348 reviews · 1h 30m · from $99

Join Hawaii Nautical aboard the Hanu Lani for a 90-minute sunset sail from Kewalo Basin Harbor. Expect Diamond Head views, a full premium bar, light snacks, shaded and open-air seating, and an easygoing crew. Past crew favorites include Clay, Captain Mark, Captain Nick, and Greg.

“Great staf. Very knowledgeable and provided plenty of cocktails.”

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15.2.5-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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