USA · SUNSET CRUISES

15 Sunset Cruises in the USA That Repay the Ticket

42 tours  ·  from $24

Think of this as the shortlist you would text a friend the week before they fly: 15 sunset cruises, what each costs, and the one thing to know before you commit.

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - The Route Past Key West Landmarks
Boat Tours in Key West, Concerts, Cruises & Boat Tours, Florida Tours, Jazz & Live Music, 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 from Key West for about two hours aboard a spacious catamaran, with sunset views toward Mallory Square, Fort Zachary Taylor, and Sunset Key. Your ticket includes an open liquor bar, champagne, wine, sangria, premium beer, soft drinks, hors d’oeuvres, and live music from local performers. Bring a photo ID if you plan to drink.

“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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Charleston Harbor History Day-Time or Sunset Boat Cruise - Choosing between daytime and sunset
Boat Tours in Charleston, Charleston Tours, Cruises & Boat Tours, Historical Tours, History Tours in Charleston, South Carolina Tours, 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

Board the 80-foot Carolina Belle at Charleston Maritime Center for a 90-minute narrated cruise along the Cooper River. You’ll pass Fort Sumter, USS Yorktown, Fort Moultrie, Fort Johnson, the Battery, Waterfront Park, and the Ravenel Bridge. Choose a morning, afternoon, or sunset departure. Drinks and snacks cost extra.

“I want to start by saying that the staff was great and narration was enjoyable. It was a Saturday night so maybe fuller than other reviewers experienced. I was disappointed that there is maybe 20-30 seats on the top deck and at least 150+ people on the boat. You can stand on the top deck at the railings but can hardly walk around because it is so packed. I also doubt the people who did get seats had a great view with people standing on either side of the boat. The downstairs portion is musty and outdated and has multiple blind spots so you can’t really see what they are…”

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San Francisco: California Sunset Cruise (2-hours) - Pier 43 1/2 and the start of the cruise
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San Francisco: California Sunset Cruise (2-hours)

3.California Sunset Cruise (2-hours)

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

Spend two hours on a casual Red and White Fleet cruise from Pier 43 1/2. You will pass Alcatraz, Angel Island, Sausalito, Tiburon, and the Marin Headlands before sailing under the Golden Gate Bridge. Choose indoor or outdoor seating, buy drinks and snacks aboard, and dress warmly for the wind.

“Excellent service and staff friendly. Really enjoyed the cruise - got some lovely photos. Perfect evening for the cruise. Little stop offs with information provided about the area. Thoroughly enjoyed.”

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Key West Sunset Cruise: Dinner, Live Music & Drinks Included - The first drink sets the tone
Boat Tours in Key West, Concerts, Cruises & Boat Tours, Dining Experiences, Florida Tours, Jazz & Live Music, 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

Board a 65-foot yacht at Key West’s historic seaport for a two-hour sunset cruise. Enjoy a crew-served tropical buffet, unlimited well drinks, beer, wine, and soft drinks, then head upstairs for sunset views, live music, and a pass by Mallory Square.

“Was cold, but captain made it fun and the drinks were flowing! The SUN came out just in time! Great time.”

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Lake Michigan Sunset Cruise in Chicago - Passing under the lock to Lake Michigan
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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

Start near the Wrigley Building, cruise the Chicago River, pass landmarks such as the Hancock and Willis Tower, then head through the lock to Lake Michigan for sunset. You can sit outside or in a climate-controlled lounge, hear live commentary, buy drinks and snacks, and return after about 90 minutes.

“Informative fun and romantic trip. Sunset was beautiful. So enjoyed the Chicago night skyline. Lake Michigan is beautiful”

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NYC: Statue of Liberty Sunset Cruise Skip-the-Line Ticket - Getting to Pier 16 and boarding
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NYC: Statue of Liberty Sunset Cruise Skip-the-Line Ticket

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

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

Sail from South Street Seaport to the Statue of Liberty during golden hour, passing the Brooklyn Bridge, Manhattan Bridge, and One World Trade Center. You get outdoor decks, climate-controlled cabins, music, restrooms, and a bar for drinks. Debbie has been a memorable host on some sailings, though narration is not guaranteed.

“it was an amazing experience which I would strongly recommend to anyone travelling to NYC”

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Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - Checking in at 255 Front Street
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Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

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

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

Set sail from 255 Front Street for about two hours with a maximum of 26 passengers. The Danger Charters crew serves up to eight wines, five beers, soft drinks, and small hors d’oeuvres while you watch the Key West sunset. Mary, James, Connor, Tony, and other crew members have been praised for warm service and helpful local stories.

“The crew were helpful and friendly. It was a small group. I highly recommend. It is a mini wine tasting with an amazing view. We met new friends on the boat. Will definitely book again.”

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Sunset Cruise of St. Augustine - Passing under the Bridge of Lions
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Sunset Cruise of St. Augustine

8.Sunset Cruise of St. Augustine

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

Spend about 90 minutes on a covered pontoon boat with hosts such as Kelly, Kevin, Rose, or Brian, cruising past Castillo de San Marcos, the Bridge of Lions, the Great Cross, and St. Augustine Lighthouse. Choose an adults-only cruise with beer and wine or confirm the family-friendly option when booking. Dolphins, sea turtles, and changing skies are possible extras.

“It was wonderful, well narrated saw lots of dolphins and of course the sunset we enjoyed both the view and a cocktail”

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San Francisco Bay Sunset Cruise by Luxury Catamaran - Alcatraz and the Pier 39 sea lions
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San Francisco Bay Sunset Cruise by Luxury Catamaran

9.San Francisco Bay Sunset Cruise by Luxury Catamaran

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

Set out from Pier 39 on a 90-minute sunset sail with Adventure Cat Sailing Charters. You’ll pass Alcatraz, Sausalito, and the Golden Gate Bridge, with a chance to see sea lions and other wildlife. A drink is included, and the 55- or 65-foot catamaran offers indoor seating, 360-degree views, and open-air trampoline nets.

“It was very fun. The crew was exceptionally helpful. My 45 year old son is in a wheelchair and the crew helped him up and down the stairs. The walk to the loading pier is about a half mile… long for handicapped person. The sail was excellent. Going under the Golden Gate Bridge was a life time experience. I would love to do this again”

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Key West Sunset Sail with Live Music, Drinks and Appetizers - Leaving from Greene Street near Mallory Square
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Key West Sunset Sail with Live Music, Drinks and Appetizers

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

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

Spend about two hours aboard Fury’s 65-foot catamaran with live local musicians, unlimited beer, wine, champagne, margaritas, soda, and seasonal appetizers. Sail past Key West views such as Mallory Square and Fort Zachary Taylor State Park, then watch the sunset from three viewing decks. The cruise returns to 631 Greene Street.

“Not your usual review as our sunset cruise was cancelled by a freak raging windstorm. Just wanted to thank the team there at the pier that handled everything so professionally and quick. Rescheduling was offered but we had opt for cancellation as it was our last night in town.”

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Sunset Sail in Key West with Beverages Included - Sailing through Key West Harbor
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Sunset Sail in Key West with Beverages Included

11.Sunset Sail in Key West with Beverages Included

★★★★★★★★★★5.0 · 907 reviews · 1 hour 30 minutes (approx.) · from $79

Spend about 90 minutes aboard Floridays, a 54-foot sailboat limited to 24 passengers. Sail through Key West Harbor, watch the sunset from the water, and enjoy champagne, wine, margaritas, craft beer, and soft drinks. Crew members such as Eric, Carlo, Hunter, Janet, Chuck, and Lori are praised for friendly service and helpful photo tips.

“This sailing was absolutely amazing!!! We sailed with about 20 people and it was wonderful!! The cruise was intimate yet engaging!!”

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Charleston Harbor Sunset Cruise - The catamaran ride and the view from the deck
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Charleston Harbor Sunset Cruise

12.Charleston Harbor Sunset Cruise

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

Spend two hours aboard a 45-foot catamaran with captains such as Mike, Victor, Robbie, or JP. Expect Charleston Harbor views, a mellow playlist, possible dolphin sightings, sunset photos, and light local commentary rather than a formal narrated tour. Drinks are available to buy, and the cruise returns to the Maritime Center.

“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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Waikiki Signature Sunset Catamaran Sail - Snack Boxes and Drinks on the Water
Boat Tours in Oahu, Cruises & Boat Tours, Hawaii Tours, Oahu Tours, Sailing, Sailing Trips in Oahu, Sunset Cruises, Sunset Cruises in Oahu, Tour Reviews

Waikiki Signature Sunset Catamaran Sail

13.Waikiki Signature Sunset Catamaran Sail

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

Sail from Honolulu toward Diamond Head aboard a 53-foot catamaran for about 90 minutes. You’ll get a bento-style snack box, two alcoholic drinks, unlimited nonalcoholic beverages, and views of Waikiki at sunset. Crew members including Chris, Phil, and Keoni have been praised for friendly service and marine-life tips.

“It was a beautiful sunset views, and we saw a bunch of rainbow. It wasn’t the best, but the views were amazing.”

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Boston: Boston Harbor Sunset Cruise - The first stretch across Boston Harbor
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Boston: Boston Harbor Sunset Cruise

14.Boston Harbor Sunset Cruise

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

Meet at Rowes Wharf for a 90-minute English-language cruise around Boston Harbor. Your captain or guide points out the skyline, historic landmarks, USS Constitution, and Logan Airport activity as daylight fades. Outdoor and indoor seating are available, with snacks, soft drinks, and a bar sold onboard. The boat runs rain or shine.

“Love it the crew was great. The years of experience in whale watching and safe animal tourism was obvious. We found about 8 humpbacks in a hunting ground and had some truly amazing sites.”

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Key West Schooner Sunset Sail with Bar & Hors d'oeuvres - Boarding at Key West Bight Marina
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Key West Schooner Sunset Sail with Bar & Hors d’oeuvres

15.Key West Schooner Sunset Sail with Bar & Hors d’oeuvres

★★★★★★★★★★5.0 · 804 reviews · 2 hours (approx.) · from $122

Spend about two hours sailing Key West aboard the replica schooner America 2.0. Captain Janet, Captain Rae, Captain Dan, and their crews have been praised for friendly service, sailing tips, and help raising the sails. You’ll pass Fort Zachary, Sunset Pier, and Sand Key Lighthouse while enjoying beer, wine, Champagne, soda, and small plated appetizers.

“We had such a great time and are so glad we did this! The crew was great, the sail unforgettable. So peaceful and beautiful out on the ocean and watching the sails go up and down was really fun!”

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New in Sunset Cruises

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★ 5.0Key Largo Sunset CruiseFrom $60469 reviews
★ 5.0Kalapaki Kai Sunset Catamaran CruiseFrom $109349 reviews
★ 5.0Southwest Florida Sunset SailFrom $70476 reviews
★ 5.0Original Cruisin’ Tikis Sunset CruiseFrom $75412 reviews
★ 4.5Dolphin & Sunset CruisesFrom $40519 reviews
★ 5.0Windjammer Classic Sunset Sail from Camden, MaineFrom $64425 reviews
★ 4.5Sunset Sailing Cruise on a Tall Ship in Boston HarborFrom $68414 reviews
★ 4.0Narrated Sunset Cruise of Boston HarborFrom $29532 reviews
★ 4.5Waikoloa Signature Catamaran Sunset SailFrom $159396 reviews
★ 4.6Waikiki Glass Bottom Boat Sunset CruiseFrom $60518 reviews
★ 4.7Waikiki Sunset Catamaran Cocktail CruiseFrom $99348 reviews
★ 4.9Sunset Sail Aboard a SchoonerFrom $101344 reviews

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