USA · SUNSET CRUISES

The 15 Sunset Cruises in the USA That Earn Their Price

32 tours  ·  from $24

This is the shortlist you would send a friend: 15 sunset cruises worth the money, each with its price, its traveller verdict and the one thing to know before you commit.

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - Boarding at 205 Elizabeth Street
Boat Tours in Key West, Concerts, Cruises & Boat Tours, Drinking Tours, Drinking Tours in Key West, 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

Spend about two hours sailing from Key West with local musicians, a full liquor bar, champagne, wine, sangria, beer, soft drinks, and hearty hors d’oeuvres. You’ll pass Mallory Square, Fort Zachary Taylor, and Sunset Key before returning to the harbor.

“The staff was excellent as well as the entertainment! They made sure you had a great time and the appetizers were perfect. The captain was skilled and made sure everyone was safe and comfortable.”

Check availability →Read our full review

San Francisco: California Sunset Cruise (2-hours) - Angel Island, Tiburon, and the Marin side
Boat Tours in San Francisco, Cruises & Boat Tours, Evening Experiences, San Francisco Tours, Sunset Cruises, Tour Reviews

San Francisco: California Sunset Cruise (2-hours)

2.California Sunset Cruise (2-hours)

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

Spend two hours on Red and White Fleet’s casual San Francisco Bay cruise, with indoor and outdoor seating, a cash bar, snacks, and views of Alcatraz, Angel Island, Sausalito, and the Golden Gate Bridge. In winter, the trip becomes a city-lights cruise after sunset.

“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.”

Check availability →Read our full review

Key West Sunset Cruise: Dinner, Live Music & Drinks Included - Drinks included in the $92.95 price
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

3.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 with crew-served Caribbean buffet, unlimited well drinks, beer, wine, soft drinks, and live music. You’ll pass Mallory Square and the Florida Keys National Marine Sanctuary before returning to the harbor.

“Was very relaxing. If you wanted to be alone by yourself, you could. if you wanted to party with others you could. Good mix.”

Check availability →Read our full review

Lake Michigan Sunset Cruise in Chicago - Fifteen minutes through the Chicago River
Boat Tours in Chicago, Chicago Tours, Cruises & Boat Tours, Evening Experiences, Sunset Cruises, Tour Reviews

Lake Michigan Sunset Cruise in Chicago

4.Lake Michigan Sunset Cruise in Chicago

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

Board Wendella at the Wrigley Building for a 90-minute evening ride from the Chicago River to Lake Michigan. You’ll hear commentary from guides such as John and Scotty D, see the skyline glow after sunset, and find a bar, snacks, indoor seating, and outdoor decks onboard.

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

Check availability →Read our full review

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach - Finding your best seat on the boat
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

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

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

Board Sea Maui’s barefoot catamaran from Ka’anapali Beach for a two-hour sunset sail with unlimited drinks, heavy pupus, music on select Tuesdays and Thursdays, and winter whale watching. Expect a lively crew, beach loading, and the chance to get wet before the sunset begins.

“It was awesome. Great cruise, the crew was great, drinks and appetizers were fantastic. We would definitely do it again.”

Check availability →Read our full review

NYC: Statue of Liberty Sunset Cruise Skip-the-Line Ticket - Leaving from Pier 16 at the South Street Seaport
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

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

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

Cruise from Pier 16 around Lower Manhattan to the Statue of Liberty as daylight fades. You get open-air decks, panoramic indoor seating, music, and a full bar for drinks at extra cost. Staff members such as Debbie may help with photos, while the downloadable audio guide requires your own headphones.

“This was an absolute highlight of our trip, amazing sights and very reasonably priced.”

Check availability →Read our full review

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - The Sunset Sail, About 1 Hour and 40 Minutes Underway
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

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

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

Sail from 255 Front Street for about two hours with a maximum of 26 people. The crew serves up to eight wines, five beers, soft drinks, and small plates while sharing stories and helping you enjoy the sunset.

“It was wonderful. At first your like where are we going to sit but they have it all figured out. It was perfect.”

Check availability →Read our full review

San Francisco Bay Sunset Cruise by Luxury Catamaran - Finding Gate J at Pier 39
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

8.San Francisco Bay Sunset Cruise by Luxury Catamaran

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

You’ll spend 90 minutes aboard Adventure Cat Sailing Charters, leaving from Pier 39 with a friendly English-speaking crew. Expect Alcatraz, Sausalito, the Golden Gate Bridge, skyline views, sea lions, canvas trampoline nets, a protected cabin, and one complimentary drink.

“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 ;)”

Check availability →Read our full review

Key West Sunset Sail with Live Music, Drinks and Appetizers - Leaving Greene Street and finding your place aboard
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

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

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

Spend two hours aboard Fury’s 65-foot catamaran with live local music, unlimited beer, wine, champagne, margaritas, soda, and seasonal appetizers. Sail past Mallory Square and possibly Fort Zachary Taylor as the sun sets. Arrive 45 minutes early, bring photo ID, and expect a lively, family-friendly party boat.

“Great time well organized fun way to see sunset… good music with Killer Dudes excellent service very fun”

Check availability →Read our full review

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

10.Sunset Sail in Key West with Beverages Included

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

Board the Floridays at Hyatt Centric Key West for a 90-minute sunset sail limited to 24 people. Crew members such as Eric, Carlo, Hunter, and Janet serve champagne, wine, beer, margaritas, and soft drinks while you cruise Key West Harbor and watch the sunset celebration from the water.

“It was absolutely wonderful! The crew was amazing, the boat was beautiful and the views were incredible!”

Check availability →Read our full review

Charleston Harbor Sunset Cruise - Meeting at the Charleston Maritime Center
Boat Tours in Charleston, Charleston Tours, Cruises & Boat Tours, Evening Experiences, Sunset Cruises, Tour Reviews

Charleston Harbor Sunset Cruise

11.Charleston Harbor Sunset Cruise

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

Set out from Charleston Maritime Center for a relaxed two-hour sunset cruise on a 45-foot catamaran. You’ll pass Fort Sumter, the Battery, lighthouses, and the Ravenel Bridge, with captains such as Mike, Victor, Robbie, JP, or Tim sharing stories and taking sunset photos.

“This was a great sunset cruise. Victor was very fun to talk to. He encouraged everyone to have their pictures taken with the perfect sunset. The music was great. It was a beautiful relaxing evening!”

Check availability →Read our full review

Boston: Boston Harbor Sunset Cruise - Starting at Rowes Wharf and finding Gate C
Boat Tours in Boston, Boston Tours, Cruises & Boat Tours, Evening Experiences, Sunset Cruises, Tour Reviews

Boston: Boston Harbor Sunset Cruise

12.Boston Harbor Sunset Cruise

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

Set out from Rowes Wharf on a 90-minute English-language cruise with harbor commentary, skyline views, and a close look at the USS Constitution. Choose indoor or outdoor seating, then buy snacks, soft drinks, or a drink from the onboard bar as Boston changes from sunset to city lights.

“Boat does have a bar but it's cash only, there is a atm on the boat however it's best to get cash from your bank cause the atm fees might break your bank, other than that it was a really fun experience and the views are amazing.”

Check availability →Read our full review

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres - The sail past Fort Zachary and Key West landmarks
Boat Tours in Key West, Cruises & Boat Tours, Drinking Tours, Drinking Tours in Key West, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews

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

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

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

Spend about two hours aboard America 2.0, a replica of the 1851 Schooner America. From Key West Bight Marina, sail past Fort Zachary, Sunset Pier, Mallory Square, and Sand Key Lighthouse while the crew serves plated hors d'oeuvres, beer, wine, Champagne, and soda.

“We went out on a cool day with a low cloud bank, so not a great sunset… but they can’t control the weather! The staff did a nice job keeping everything moving smoothly and distributing the hors d’oeuvres, which consisted of vegetable plate with wrench dip, shrimp with cocktail sauce, cheese, and crackers, and a brownie bite for dessert. They had a good offering of different wines and beers and sodas. Sadly, we did not see any wildlife to speak of except birds. It was fun to visit with the people around us, of which there were a lot! It was impressive to see the crew of Milo, Mary, Dan…”

Check availability →Read our full review

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas - Mallory Square from the water
Boat Tours in Key West, Cruises & Boat Tours, Dolphin Watching, Evening Experiences, Key West Tours, Sunset Cruises, Sunset Cruises in Key West, Tour Reviews, Wine Tours

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

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

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

Sail from Key West’s Historic Seaport on a catamaran with Captain Daniel, Captain Dan, Jordan, Gracie, and other attentive crew members. Look for wild dolphins, pass Mallory Square, Sunset Key, and Fort Zachary Taylor, then enjoy wine, champagne, beer, shrimp cocktail, and small bites at sunset.

“The captain and mate were a great match in making sure that we had a great time. Drinks, food and sights were top notch.”

Check availability →Read our full review

Savannah: Riverboat Sunset Cruise - The first hour: Savannah from the water
Boat Tours in Savannah, Cruises & Boat Tours, Evening Experiences, Savannah Tours, Sunset Cruises, Tour Reviews

Savannah: Riverboat Sunset Cruise

15.Riverboat Sunset Cruise

★★★★★★★★★★4.2 · 669 reviews · 2 hours · from $55

Spend two hours on the Savannah River aboard a sunset riverboat with open-air decks, city views, onboard food and drinks for purchase, and live entertainment. You can sit inside, take photos outside, or dance upstairs as the sky changes over Savannah.

“This was the BEST sunset cruise I’ve been on!! It was for my husband’s birthday and we party Hardy the best sunset/ party boat yet!!”

Check availability →Read our full review

New in Sunset Cruises

★ 5.0Mackinaw City Sunset CruiseFrom $38347 reviews
★ 4.5Key West Rum and Reggae: Reef Snorkel Adventure and Sunset SailFrom $59370 reviews
★ 5.0Key Largo Sunset CruiseFrom $60469 reviews
★ 5.0Southwest Florida Sunset SailFrom $70476 reviews
★ 5.0Original Cruisin’ Tikis Sunset CruiseFrom $75412 reviews
★ 5.0Windjammer Classic Sunset Sail from Camden, MaineFrom $64425 reviews
★ 4.5Waikoloa Signature Catamaran Sunset SailFrom $159396 reviews
★ 4.9Sunset Sail Aboard a SchoonerFrom $101344 reviews
★ 4.5Key West Signature Sunset Cruise with Open Bar, Food & MusicFrom $79418 reviews
★ 4.8From Ma’alaea: ‘Alihilani Sunset Sail Catamaran TourFrom $114348 reviews
★ 4.7Cape May: Cape May Island Sunset Cruise & Dolphin WatchingFrom $40382 reviews

Keep browsing

Cruises & Boat Tours345Sightseeing Cruises47Dinner Cruises24Snorkeling35Canoes & Kayaks73Ferry Trips13
Scroll to Top

Explore America

Pick a skyline, a canyon or a coastline.

Big views

Observation DecksGrand CanyonAntelope CanyonHelicopter FlightsNational Parks

On the water

Sightseeing CruisesSunset SailsWhale WatchingEverglades AirboatsSnorkelling

Food and drink

Food ToursBar CrawlsWine TastingsDinner CruisesPub Crawls

On foot

Walking ToursGhost WalksHistory ToursCity ToursBike Tours