15 Sunset Cruises in the USA to Build a Day Around

1.Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

★★★★★★★★★★4.5 · 3,559 reviews · 2 hours (approx.) · from $79Our pick

Board Sebago’s spacious catamaran at 205 Elizabeth Street for a two-hour Key West sunset sail. Expect live local music, peel-and-eat shrimp, wine, sangria, beer, cocktails, and soft drinks as you pass Mallory Square, Fort Zachary Taylor, and Sunset Key. Bring a sweater and arrive 30 minutes early.

“Very well done. Great attitude from the crew which made for a great rise in morale for all the guests.”

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2.Time or Sunset Boat Cruise

★★★★★★★★★★4.5 · 2,788 reviews · from $44

Cruise Charleston Harbor aboard the 80-foot Carolina Belle for 90 minutes of narrated views, Civil War landmarks, antebellum homes, bridges, dolphins, and pelicans. Choose a morning, afternoon, or sunset departure. Arrive early for the best upper-deck seats, since space there is limited.

“Had a great time! Learned about Charleston, saw a beautiful sunset. Great crew, friendly and informative. A great deal too!”

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3.Moana’s Sunset Cocktail Sail

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $89Top rated

Sail the Waikiki Coast aboard the Hawaii-built Moana Catamaran for about two hours. You’ll get a complimentary first drink from the premium bar, then pay $8 per drink. Look for Diamond Head, dolphins, and seasonal humpback whales, with crew members such as Viv helping make the evening run smoothly.

“We would definitely do this again. The crew was professional and made it a very fantastic experience.”

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4.California Sunset Cruise (2-hours)

★★★★★★★★★★4.5 · 1,949 reviews · from $58

Board the Red and White Fleet at Pier 43 1/2 for a relaxed two-hour cruise past Alcatraz, Angel Island, Sausalito, and under the Golden Gate Bridge. Enjoy indoor or outdoor seating, a cash bar, light snacks, and seasonal extras such as Frida Kahlo themed music and printmaking in September.

“Was nice trip see the bay boat was clean well layed out”

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5.Island Sunset and Skyway Light Show – 3hr Boat Cruise in St. Pete

★★★★★★★★★★5.0 · 1,871 reviews · 3 hours (approx.) · from $80

Spend three hours on a coastal cruise from St. Pete, passing waterfront estates, Gulfport, sailboats, and several bridges. Step ashore at Sand Dollar Island for sunset and shelling, then cruise to the Sunshine Skyway Bridge for its evening light show. Captains Paul, Noah, Dillon, and others share local details along the way.

“Captain Paul’s cruise was well-timed and so much fun. I invited my two sisters. One of my sisters loves shells. She had her own bucket and filled it. While my other sister was fascinated by the Skyway Bridge. We all loved being on the water and gazing at the stars.”

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6.Sunset & Dolphin Catamaran Cruise with Island Time

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

Set sail from 5201 N Lagoon Drive for a two-hour sunset cruise with Island Time Sailing. You’ll pass St. Andrews State Park, watch for dolphins, enjoy music and drinks from the onboard bar, and return for dockside games and dancing. Crew members such as Captain Clay and Christo may be on hand.

“You can either just kick back & enjoy the ride, or walk around getting pictures from different vantage points. Or both. Enjoy a drink. They usually manage to find at least a couple of groups of dolphins to watch - & the sunsets are unbelievable!”

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7.Key West Sunset Cruise: Dinner, Live Music & Drinks Included

★★★★★★★★★★4.5 · 1,707 reviews · 2 hours (approx.) · from $92

Board a 65-foot yacht at Key West’s historic seaport for a two-hour sunset sail with crew-served Caribbean buffet, unlimited well drinks, beer, wine, soft drinks, and live music. You’ll pass Mallory Square and the Florida Keys National Marine Sanctuary before returning to the dock.

“Wonderful trip Good food DJ was great Got everyone dancing and even took requests for the kids Great captain”

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8.Original Sunset Cruise with Open Bar from Ka’anapali Beach

★★★★★★★★★★5.0 · 1,422 reviews · 2 hours (approx.) · from $127

Sail from Ka’anapali Beach for about two hours with an open bar, heavy pupus, music, and sunset views toward Lanai, Molokai, and Kahoolawe. You may spot whales from December 15 through April 15. Crew members including Jim, Tommy, Travis, Jenni, and Mario help keep the evening moving.

“This was so much fun! The staff is super friendly and made sure everyone was taken care of with drinks, seating and food. The music was great as well.”

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9.Group Sunset Sail with Wine and Hors d’oeuvres

★★★★★★★★★★5.0 · 1,366 reviews · 2 hours (approx.) · from $125

Join Danger Charters at 255 Front St for a roughly two-hour sunset sail limited to 26 passengers. Expect wines from around the world, beer, soft drinks, and easy-to-eat hors d'oeuvres, with crew members such as Mary, Connor, Lexi, or Tony sharing stories and keeping the glasses moving.

“Just do it! The crew is wonderful. The wine & appetizers were delicious. It was a chilly and windy sail, but the crew had blankets ready and it was picture perfect. And, a couple got MARRIED during the sail!”

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10.Daytime or Sunset Historic Harbor Cruise

★★★★★★★★★★4.5 · 1,352 reviews · 1h 30m · from $49

Spend 90 minutes aboard a replica 1920s Bay-Steamer-style yacht with live English narration, indoor or outdoor seating, and views of Fort Sumter, The Battery, the Ravenel Bridge, and more than 75 harbor landmarks. Choose daytime light or a sunset departure, and buy snacks and drinks onboard.

“It was a great tour. So much history. Nice cruse around the harbor. Would definitely recommend”

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11.Sunset Dinner Cruise in Honolulu, Hawaii

★★★★★★★★★★4.0 · 1,023 reviews · 2 hours (approx.)

Spend about two hours offshore with views of Waikiki Beach and Diamond Head Lighthouse, then watch Honolulu’s lights appear after sunset. Dinner includes salad, beef short ribs or mahi-mahi, dessert, soft drinks, and water. Alcohol is BYOB for the upper-deck mixologist.

“They cancelled our boat cruise we had to reschedule due to engine failure so I reschedule the cruise”

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12.Charleston Harbor Sunset Cruise

★★★★★★★★★★5.0 · 905 reviews · from $60

Spend two hours on Charleston Harbor aboard a 45-foot motorized catamaran with captains such as Mike, Victor, Robbie, or JP. Expect music, sunset views, dolphins if luck is on your side, and passing views of Fort Sumter, the Battery, lighthouses, and the Ravenel Bridge.

“Great experience, beautiful sunset, a few dolphin sightings too. Would recommend everyone to take this sunset cruise.”

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13.Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

★★★★★★★★★★5.0 · 903 reviews · 2 hours 30 minutes (approx.) · from $166

Board Sea Maui’s 65-foot catamaran from the sand at Ka’anapali Beach for a 2.5-hour sunset cruise. Chef Jai’s buffet, full open bar, indoor and outdoor seating, and seasonal whale watching make this a polished evening out. Live music runs Wednesdays and Saturdays.

“Great adventure and meal. You will get your feet wet when boarding. Relax and enjoy the ride. Wonderful crew.”

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14.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89

Board Hawaii Nautical’s 53-foot catamaran in Honolulu for a 90-minute sunset sail toward Diamond Head. You’ll receive a light bento box, two alcoholic drinks, and unlimited nonalcoholic beverages while the crew shares local wildlife tips. Pickup is available from selected Waikiki hotels for an added fare.

“Great boat; great crew; great views. Will definitely do this again. Probably will bring off-island friends, too. The lights coming up in Honolulu were spectacular.”

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15.Boston Harbor Sunset Cruise

★★★★★★★★★★4.5 · 888 reviews · 1h 30m · from $31Best value

Meet at Rowes Wharf for a 90-minute English-language cruise around Boston Harbor. Your captain or narrator points out city landmarks, the USS Constitution, Logan Airport traffic, and harbor history as daylight fades. Outdoor and indoor seating are available, with snacks, soft drinks, and a full bar onboard.

“Everything was fabulous, we loved it, we had a perfect night, it would’ve been helpful. If the guy was a little bit louder cause we couldn’t hear everything that he was saying, and it was definitely informative. Everyone was lovely!!”

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