USA · SUNSET CRUISES AND EVENING SAILS
62 tours
Below are the 15 best sunset cruises and evening sails in the USA, with what each one costs, how long it runs and the kind of traveller it suits. Start at the top; it is there for a reason.
Cruise Key West at sunset on a 70-foot catamaran with open liquor, live local music, and hearty hors d’oeuvres, plus big deck views.
“Met fun people food was delish crew was awesome views were incredible and music was great. Highly recommend”
A 2-hour SF sunset and city-lights cruise past Alcatraz and Angel Island, then under the Golden Gate Bridge with a cash bar onboard.
“It’s well organized. The cruise is simply amazing!”
Key West sunset dinner cruise with tropical buffet, unlimited well drinks, live steel drums and DJ, plus top-deck sunset views.
“Prepare to wait for at least an hour at port to board, as they like you to get there in time to sign the waiver. Food was good, staff was very friendly and helpful. We boarded with a large non English speaking tour group, that dominated all the spaces. Music was geared towards them in their native language, trying to dance was difficult as they crowded the dance floor. I would hesitate to book this tour.”
A 90 minute Chicago river to Lake Michigan sunset cruise with skyline views, an open-air top deck, and a climate-controlled lounge.
“There are not enough seats for everyone. We spent the entire 1 1/2 hour standing. We bought these tickets a month ago. We arrived at 5:00 as instructed. We followed the rules. Then when I questioned an employee I was basically brushed off “it is what it is”. Or “wait a bit. People will get up and move”. That really wasn’t the case for our cruise. The bar was also lacking. Canned wine??? Also there were no prices listed. We could have been charged anything. How would we know. We really enjoyed being on the lake. We had a perfect night weather wise. The sunset behind the buildings was magnificent.…”
Sail from Ka'anapali for a 2-hour Maui sunset cruise with an open bar, heavy pupus, and possible whales in winter season.
“We had a great time on the sunset cruise. The drinks and food were great and plentiful. The crew was fun and kept our drinks full. We plan on doing it again next time we're in Maui!”
A 90-minute Statue of Liberty sunset cruise from the Seaport with skyline views, big photo angles, music onboard, and a downloadable audio guide.
“Great experience. The young adults with us even enjoyed it! Sunset was the perfect time of day.”
Small-group Key West sunset sail with wine tasting, beer, and hors d’oeuvres. Limited to 26, served by an attentive crew.
“Perfect end of the day watching the sunset and enjoying wine and snacks. Crew was amazing and boat was comfortable.”
A 1.5-hour San Francisco sunset catamaran cruise from Pier 39, sailing past Alcatraz and under the Golden Gate with a free drink.
“One of the best experiences of my life!! 10/10 recommend to anyone who goes to San Francisco. Not one to be missed”
A 1.5-hour sunset cruise in St. Augustine with live bayfront history, views of Castillo, Bridge of Lions, and the lighthouse, plus drinks.
“Very laid back evening. Perfect weather and a lovely sunset. Would consider other tours offered by this company.”
2-hour Star of Honolulu sunset dinner cruise with 5-course lobster or steak, live music, culture show, and Diamond Head views.
“The lobster was super fishy and overcooked. The steak was really good, but the potatoes were super dry. All in all we had a good time because the entertainment was good and the couples next to us were super nice. But dont go expecting 3 star food or 3 star service. And they don't tell you from the ad but the "champagne toast" is sparkling grape juice. NOT champagne. Not worth the price.”
Pier 39 luxury catamaran sunset cruise with Alcatraz and Golden Gate Bridge views, sea lions, and a complimentary drink. 90 min.
“I highly recommend doing this activity. There are breathtaking views and what we most liked was the service. The crew and staff are pretty friendly ;)”
A 2-hour Honolulu sunset dinner cruise with Waikiki and Diamond Head views, a freshly cooked meal onboard, and a BYOB tiki bar.
“We waited over an hour and nobody showed up. $300 to waste. Another company said this lace is shutting down and going out of business. Dont book this place !”
Key West sunset sail on a 65-foot catamaran with live music, unlimited drinks, and appetizers, plus unforgettable views of Mallory Square.
“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.”
Key West sunset sail with included drinks, small group views of the Sunset Celebration, and photo-friendly sailing off Harbor.
“Excellent experience!! Captain Eric and First Mate Hunter did an outstanding job making us feel welcome, providing a wonderful trip and making sure our glasses were never empty! Highly recommend this sail!!”
2-hour Charleston Harbor sunset cruise on a 45-foot catamaran, passing Fort Sumter and the Battery, plus dolphins, birds, and great photos.
“Capt JP and Victor were amazing hosts. Learned a lot of history from JP and Victor was engaging and entertaining! Definitely booking again if we get the chance to come back!”
