Sunset Cruises in the USA: The 15 Best Sailings

Boat Tours in Key West, Concerts, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews

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

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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Boat Tours in Charleston, Charleston Tours, Cruises & Boat Tours, Evening Experiences, Historical Tours, Historical Tours in Charleston, Sunset Cruises, Tour Reviews

Charleston Harbor History Day-Time or Sunset Boat Cruise

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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Boat Tours in San Francisco, Cruises & Boat Tours, Evening Experiences, San Francisco Tours, Sunset Cruises, Tour Reviews

San Francisco: California Sunset Cruise (2-hours)

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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Boat Tours in Key West, Concerts, Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews

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

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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Boat Tours in Chicago, Chicago Tours, Cruises & Boat Tours, Evening Experiences, Sunset Cruises, Tour Reviews

Lake Michigan Sunset Cruise in Chicago

5.Lake Michigan Sunset Cruise in Chicago

★★★★★★★★★★4.5 · 1,520 reviews · 1 hour 30 minutes (approx.) · from $45

Watch Chicago’s skyline glow from Lake Michigan on a 90-minute sunset cruise with river views, live narration, an onboard bar, and open-air seating.

“I booked this experience for my husband's first weekend after retiring after 40 plus years. This first step in " the best is yet to be" did not disappoint. Despite the large crowd of participants everything flowed smoothly in getting on the boat. The guide was engaging and very knowledgeable. We learned a lot of interesting facts about Chicago history and architecture. The Skyline view at sunset was awesome. The hour and a half flew by.”

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Boat Tours in Maui, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Maui Tours, Sunset Cruises, Tour Reviews

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

6.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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Boat Tours in New York City, Cruises & Boat Tours, Evening Experiences, New York City Tours, Skip the Line, Statue of Liberty Tours, Sunset Cruises, Tickets, Tour Reviews

NYC: Statue of Liberty Sunset Cruise Skip-the-Line Ticket

7.Statue of Liberty Sunset Cruise Skip-the-Line Ticket

★★★★★★★★★★4.5 · 1,397 reviews · from $24Best value

Watch New York turn gold and glittering on a 90-minute sunset cruise past the Statue of Liberty, Brooklyn Bridge, and Lower Manhattan.

“Great experience. The young adults with us even enjoyed it! Sunset was the perfect time of day.”

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Boat Tours in Key West, Cruises & Boat Tours, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews, Wine Tours

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

8.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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Boat Tours in San Francisco, Cruises & Boat Tours, Evening Experiences, Sailing, San Francisco Tours, Sunset Cruises, Tour Reviews

San Francisco Bay Sunset Catamaran Cruise

9.San Francisco Bay Sunset Catamaran Cruise

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

Review the San Francisco Bay Sunset Catamaran Cruise, with Golden Gate Bridge views, Alcatraz, one free drink, and practical tips.

“Was a much better experience than I was even expecting. The crew went above and beyond and were funny and entertaining.”

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Boat Tours in St Augustine, Cruises & Boat Tours, Evening Experiences, St Augustine Tours, Sunset Cruises, Tour Reviews

Sunset Cruise of St. Augustine

10.Sunset Cruise of St. Augustine

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

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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Boat Tours in San Francisco, Cruises & Boat Tours, Evening Experiences, Sailing, San Francisco Tours, Sunset Cruises, Tour Reviews, VIP

San Francisco Bay Sunset Cruise by Luxury Catamaran

11.San Francisco Bay Sunset Cruise by Luxury Catamaran

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

Sail San Francisco Bay at sunset on a luxury catamaran, with Alcatraz, sea lions, Sausalito, and Golden Gate Bridge views.

“such a cool experience sailing under the Golden Gate Bridge on a Catamaran. I was thankful that they had coats for us to use as I underestimated the cold and wet while on the boat. Highly recommend to anyone that wants some good ole fun and beautiful sight seeing”

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Boat Tours in Key West, Concerts, Cruises & Boat Tours, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews

Key West Sunset Sail with Live Music, Drinks and Appetizers

12.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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