USA ·SUNSET CRUISES

The 15 Best Sunset Cruises in the USA

32 tours  ·  from $24 a head

The good 15 sunset cruises go weeks ahead in season and the rest sit empty for a reason. Below: which is which, and what you get for the money.

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - Fort Zachary Taylor and the changing western sky
Bar 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

Review of Key West’s two-hour sunset sail with open bar, live music, shrimp, hors d’oeuvres, and practical tips on value, weather, and seating.

“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 - Fort Sumter and the story of the Civil War
Charleston Tours, Cruises & Boat Tours, Evening Experiences, Historical Tours, Historical Tours in Charleston, Sightseeing Cruises, 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

Review of Charleston Harbor’s 90-minute history cruise, with Fort Sumter, USS Yorktown, sunset views, seating tips, price, and practical advice.

“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+ peoplRead more”

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San Francisco: California Sunset Cruise (2-hours) - A three-level boat with room to find your view
Cruises & Boat Tours, Evening Experiences, San Francisco Tours, Sunset Cruises, Tour Reviews

San Francisco: California Sunset Cruise (2-hours)

Key West Sunset Cruise: Dinner, Live Music & Drinks Included - Dinner in the air-conditioned cabin
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

Lake Michigan Sunset Cruise in Chicago - Through the Lock and Out to Lake Michigan
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

Review of Chicago’s 90-minute sunset cruise, with skyline views, river sights, practical tips, pricing, seating advice, and honest drawbacks.

“Love the city history and architecture, the staff were professional and friendly. The cityscape was so beautiful.”

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Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach - The sunset is the star, but weather writes the script
Cruises & Boat Tours, Drinking Tours, Evening Experiences, Maui Tours, Sunset Cruises, Tour Reviews

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

NYC: Statue of Liberty Sunset Cruise Skip-the-Line Ticket - Finding Pier 16 at South Street Seaport
Cruises & Boat Tours, Evening Experiences, New York City Tours, Skip the Line, Statue of Liberty & Ellis Island Tours, Sunset Cruises, Tickets, Tour Reviews

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

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - A wine tasting with more substance than a token pour
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

Sunset Cruise of St. Augustine - Starting at the Castillo de San Marcos
Cruises & Boat Tours, Evening Experiences, St Augustine Tours, Sunset Cruises, Tour Reviews

Sunset Cruise of St. Augustine

9.Sunset Cruise of St. Augustine

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

St. Augustine sunset cruise with historic sights, dolphins, live commentary, onboard drinks, covered seating, and a family-friendly option.

“We just got off the boat and what a wonderful time we had! We saw dolphins, a sea turtle and the most beautiful sunset. The staff from captain , first mate, and bar tender were incredible and so knowledgeable. I highly recommend going.”

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San Francisco Bay Sunset Cruise by Luxury Catamaran - Finding the Boat at Pier 39
Cruises & Boat Tours, Evening Experiences, Sailing, San Francisco Tours, Sunset Cruises, Tour Reviews, VIP

San Francisco Bay Sunset Cruise by Luxury Catamaran

10.San Francisco Bay Sunset Cruise by Luxury Catamaran

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

Review of San Francisco’s 90-minute luxury catamaran sunset cruise, with Alcatraz, the Golden Gate Bridge, sea lions, tips, and value advice.

“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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Key West Sunset Sail with Live Music, Drinks and Appetizers - Live music that turns a sail into a party
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

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

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

Review of Key West’s two-hour sunset sail with live music, unlimited drinks, appetizers, sunset views, tips, value, and booking advice.

“The boat can seem crowded and not enough seating for everyone but even when full there’s plenty of room to move around. Deck hands were great and made sure everyone had a good time.”

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Sunset Sail in Key West with Beverages Included - A Small Group Changes the Mood
Cruises & Boat Tours, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews

Sunset Sail in Key West with Beverages Included

12.Sunset Sail in Key West with Beverages Included

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

Review of Key West’s 90-minute Floridays sunset sail, with small groups, open bar, harbor views, crew service, price, tips, and booking advice.

“Amazing! Eric and Carlos are incredible hosts. The sunset was incredible! And seeing dolphins was an added bonus.”

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Charleston Harbor Sunset Cruise - A comfortable two hours on a 45-foot catamaran
Charleston Tours, Cruises & Boat Tours, Evening Experiences, Sunset Cruises, Tour Reviews

Charleston Harbor Sunset Cruise

13.Charleston Harbor Sunset Cruise

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

Review of Charleston’s 2-hour sunset catamaran cruise, with harbor landmarks, dolphins, music, practical tips, pricing, and booking advice.

“Victor and Captain Mike were phenomenal. We went for my mom's birthday and I can't express enough how fun and energetic and entertaining they both were. We even got little history snidbits, which I loved. I would absolutely do it again for another occasion. I recommend to anyone”

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Boston: Boston Harbor Sunset Cruise - The First Minutes on Boston Harbor
Boston Tours, Cruises & Boat Tours, Evening Experiences, Sunset Cruises, Tour Reviews

Boston: Boston Harbor Sunset Cruise

14.Boston Harbor Sunset Cruise

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

Review of Boston’s 90-minute sunset harbor cruise, with skyline views, USS Constitution, live commentary, onboard bar, and practical tips.

“we whole family enjoyed the trip. commentary was excellent and described nicely. Other staff were very vigilant to provide adequate security. welcome was good and after booking the concerned staff sent messages again and again to give soft reminder.”

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Key West Schooner Sunset Sail with Bar & Hors d'oeuvres - Boarding at Key West Bight Marina
Bar Tours in Key West, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews

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

Review of Key West’s America 2.0 sunset sail, with included drinks, plated hors d’oeuvres, landmark views, practical tips, and honest value advice.

“First, this tour took off right on time. Check in at least 15 minutes ahead of departure time- we had not checked in and got a call- I thought that was a nice touch. Captain Rae was amazing- she was so personable and explained a lot about sailing to us during the trip. The crew of Chelsie, Brad and Milo did an excellent job of keeping us in drinks and serving several different apps. We had an amazing time on this trip and I would definitely recommend!”

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