9 Luxury Sunset Cruises in the USA Worth Flying For

1.LA VIP Tour : Beverly Hills, Sunset Strip, & Hollywood Sign!

★★★★★★★★★★4.7 · 175 reviews · 3 hours · from $59Our pick

In three hours, a guide such as Justin, Mario, or Adam takes you from Hollywood Boulevard to the Hollywood Sign, Mulholland Drive, Sunset Strip, Beverly Hills, Greystone Mansion, Rodeo Drive, and the Beverly Hills Sign. The small air-conditioned vehicle reaches hill roads larger tour buses cannot, with time for photos and local stories.

“Absolutely amazing! Such a lovely, friendly & knowledgeable guide, he was kind & we couldn’t have asked for better, thank you 🤩”

Check availability →Read our full review

2.Ka’anapali Luxury Sunset Cocktail Sail with Open Bar

★★★★★★★★★★4.7 · 150 reviews · 2 hours · from $134

Spend two hours aboard Teralani’s luxury catamaran, boarding directly from Ka’anapali Beach for sunset views, an open bar, and pupus such as coconut shrimp, teriyaki meatballs, cheeses, and caprese skewers. You’ll wade into the water to board. From November through April, whales may appear, but this is not an official whale-watching trip.

“Loved this cruise - staff was great and the drinks/apps were tasty! Will definitely be back!”

Check availability →Read our full review

3.Ka’anapali Luxury Sunset Dinner Sail

★★★★★★★★★★4.8 · 123 reviews · 2h 30m · from $169

Sail from Ka'anapali Beach aboard Teralani's luxury catamaran for 150 minutes of sunset views, local buffet dishes, live music, and an open bar. The crew, including captains such as Patrick and Sam, keeps the evening moving while you watch for whales, dolphins, and sea turtles. Boarding requires wading through shallow surf.

“I flew over to Maui to spend Christmas with a Close friend. When trying to decide what to do for our Christmas dinner we came across this Sunset dinner Cruise and reserved our seats. From the boarding to deboarding the Cruise was an adventure! The crew was meticulous in insuring our fun and safety. As soon as we were all on board and headed out the crew began handing out refreshing cups of iced lemon water. From there on the crew made sure we had our desired refreshments in hand. Once we were out far enough for some Whale sightings we were treated to individual helpings of tortilla chips and…”

Check availability →Read our full review

4.Charleston Harbor Sunset Cruise with Music & Onboard Bar

★★★★★★★★★★4.6 · 66 reviews · 2 hours · from $65

Spend two hours on the 55-foot Palmetto Breeze catamaran, cruising past Fort Sumter, the Ravenel Bridge, USS Yorktown, and downtown Charleston as music plays. Captain Michael, Captain Justin, Jessie, McKayla, and the rest of the friendly crew create a relaxed social setting with cushioned seats, two restrooms, and a cashless onboard bar.

“We sat in the front row facing the water, it was fantastic. It was a great way to celebrate our 28 years of marriage. The crew and the ship were wonderful.”

Check availability →Read our full review

5.Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB

★★★★★★★★★★5.0 · 55 reviews · 2 to 4 hours (approx.) Top rated

Book the 50-foot sailing yacht Fate for a private Charleston Harbor sunset cruise for up to six people. Your skipper, often Captain Scott with a first mate such as Maddie, Sam, Will, Grace, or Adam, can explain local history or let you set the mood with music. Bring alcohol and snacks, or arrange catering.

“Scott and Grace made our sunset cruise around Charleston fantastic! The boat was top notch and the service excellent! We would definitely sail with them again!”

Check availability →Read our full review

6.Luxury Catamaran Sunset and Wine Cruise from Dana Point

★★★★★★★★★★4.5 · 44 reviews · from $59

Spend 90 minutes aboard Dana Wharf’s 63-foot Ocean Adventures catamaran, cruising Dana Point Harbor with four organic wine tastes, cheese, crackers, dried fruit, and nuts. Live music, harbor lights, and hosts such as Captain Steve and Michele add to the evening. This is a calm harbor cruise, not a whale-watching trip.

“Sunset was great. Wine not so great. Musician was outstanding. Thought the value for the price was good.”

Check availability →Read our full review

7.Private Luxury Sunset Cruise in Panama City Beach

★★★★★★★★★★4.5 · 27 reviews · 1 hour 30 minutes (approx.)

Cruise Panama City Bay for about 90 minutes in a private boat with Captain Matt, watching the sunset, searching for dolphins, and passing waterfront homes. The trip begins and ends at 111 W Beach Dr. It costs $289 for up to six people, making it a good fit for families or small groups wanting a private evening on the water.

“It was fun and Matt was so nice and chill I will be booking again and he keep us updated on everything”

Check availability →Read our full review

8.San Diego: Relax on a Morning, Day or Sunset Luxury Sail

★★★★★★★★★★5.0 · 21 reviews · 2 - 3 hours · from $95

Spend 2 or 3 hours aboard a 40-foot modern sailing yacht with a US Coast Guard licensed captain. Cruise past the USS Midway, Star of India, Coronado, Point Loma Lighthouse, and San Diego International Airport. Beer, hard seltzers, soft drinks, snacks, blankets, binoculars, and an onboard bathroom are included. Captains such as Dave, Greg, and Reese may share local facts or let you steer.

“Captain Dave was super! A lover for local knowledge particularly all the naval bases and aircraft’s. Super insightful and a joy! From the UK!”

Check availability →Read our full review

9.Miami Sunset: Private Luxury Airplane Tour

★★★★★★★★★★4.8 · 11 reviews · from $125

Meet your pilot at Miami Executive Airport for a 50-minute private flight over Coral Gables, Coconut Grove, Key Biscayne, South Beach, Bal Harbour, Miami’s islands, PortMiami, Downtown, and Brickell. The Cessna 177 has headsets and room for two or three passengers. English and Spanish tours are available.

“It wasn't a problem that we were late. We did the whole tour anyway. Champagne in a private plane isn't something you do every day. Highly recommended. Flight over Miami and Miami Beach at sunset with explanation. Great”

Check availability →Read our full review