Sunset Cruises in the USA: The 15 Best Sailings

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

Sail into a Key West sunset aboard a spacious catamaran with live music, open bar, shrimp, hors d'oeuvres, and views of Mallory Square.

“The captain and crew were extremely attentive to all of the passengers. They even brought drinks and horsdoeuvres to the passengers hanging out on the main deck who were watching the Amazing sunset. They even mingled with the everyone and helped take pictures when asked. This was a highlight of our time at Key West!!”

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2.Charleston Harbor History Day-Time or Sunset Boat Cruise

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

Cruise Charleston Harbor to Fort Sumter aboard the Carolina Belle for Civil War history, city views, bridges, dolphins, and sunset scenery.

“The knowledge of captain in narrating the shoreline. Great experience. Would recommend to others visiting Charleston”

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3.California Sunset Cruise (2-hours)

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

Watch San Francisco Bay turn gold, then glow at night on a two-hour cruise past Alcatraz and beneath the Golden Gate Bridge.

“Trip was well organised and instructions were very clear It wasn’t too busy, so had room to move about. Lovely trip, we luckily had nice weather and calm waters. Beautiful views. Only downside was the music on board. Would have preferred just peaceful background music of any.”

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

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

Review of Key West’s two-hour sunset dinner cruise, with buffet, open bar, live music, sunset views, pricing, tips, and honest drawbacks.

“Excellent crew and spacious room for dining. Great open air top level gives great views and picture opportunities”

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

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

Review of Maui’s two-hour sunset catamaran from Ka’anapali Beach, with open bar, pupus, whale sightings, island views, and practical tips.

“This is an easy, pleasant sail along the Maui coast. Nick, James and Em (I hope I remembered their names correctly!) were great hosts and provided a great experience for all onboard. The drinks were plentiful and the food was good. A really great sunset sail.”

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6.Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

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

Sail Key West at sunset with up to eight wines, beer, soft drinks, and generous hors d'oeuvres aboard a small 26-person boat.

“Perfect end of the day watching the sunset and enjoying wine and snacks. Crew was amazing and boat was comfortable.”

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7.Sunset Cruise of St. Augustine

★★★★★★★★★★5.0 · 1,235 reviews · 1 hour 30 minutes (approx.) · from $43Best value

Cruise St. Augustine at sunset past the Castillo, Bridge of Lions, Great Cross, and lighthouse, with live history, wildlife, and an onboard bar.

“Very laid back evening. Perfect weather and a lovely sunset. Would consider other tours offered by this company.”

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8.Key West Sunset Sail with Live Music, Drinks and Appetizers

★★★★★★★★★★4.5 · 952 reviews · 2 hours (approx.) · from $79

Sail into a Key West sunset with live music, unlimited drinks, appetizers, and views of Mallory Square for a lively two-hour evening.

“This cruise was so much fun! The band was phenomenal! The crew worked non-stop serving drinks and making sure there was always plenty of appetizers available.”

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9.Charleston Harbor Sunset Cruise

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

Watch Charleston’s sunset from a 45-foot catamaran with harbor views, dolphins, local landmarks, music, and a relaxed two-hour cruise.

“Captains were a lot of fun! Well worth the price. Learned a lot and enjoyed all of the views. It was a laid back feeling.”

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10.Waikiki Signature Sunset Catamaran Sail

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

Review of Oahu’s Waikiki sunset catamaran sail, with Diamond Head views, drinks, snacks, pickup details, pricing, and practical tips.

“Crew was wonderful!! Had an amazing experience being out on the ocean for sunset cruise. The sunset was spectacular.”

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11.Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

★★★★★★★★★★4.5 · 699 reviews · 2 hours 30 minutes (approx.) · from $89

Key West sunset sail with wild dolphin spotting, wine, champagne, beer, shrimp cocktail, tapas, and views of Mallory Square.

“The sunset cruise was a lot of fun. We enjoyed the views, the beautiful sunsets, and the dolphins. The appetizers were delicious and the staff were knowledgeable and fun!”

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12.BYOB Sunset Cruise off the Waikiki Coast

★★★★★★★★★★5.0 · 694 reviews · 1 hour 30 minutes (approx.) · from $44

Review the $44 BYOB Waikiki sunset cruise for Diamond Head views, snacks, parking tips, boat comfort, and honest value advice.

“Lovely boat ride and beautiful sunset. Friendly and helpful staff that offered to take pictures, give suggestions, etc.”

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13.Sunset Catamaran Cruise in Ft. Lauderdale

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

Watch Fort Lauderdale’s sunset from a sailing catamaran, with Millionaires Row, Port Everglades, champagne, music, and a cash bar.

“This cruise was amazing! The crew did a very nice job on the water. We were lucky enough to catch some dolphins as well! 100% recommend this sunset cruise!”

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14.Sunset Boat Cruise: Swim and Cruise Waikiki

★★★★★★★★★★4.5 · 533 reviews · 2 hours (approx.) · from $47

Review of Pink Sails Waikiki’s 2-hour sunset cruise, with ocean swimming, Diamond Head views, snacks, drinks for purchase, and practical tips.

“Experience was decent, but not very much inclusivity and interactions from the crew, like previous sunset catamaran cruises we have done in other places. Sunset views were very pretty and the drinks were good lol.”

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15.Waikiki Sunset Catamaran Sail and Swim

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

Watch Waikiki glow at sunset from a Pink Sails catamaran, with time for an ocean swim, Diamond Head views, music, and friendly crew.

“such kind people on board and such a vibe!!!! Bring snorkels!”

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