Sailing trips · SUNSET SAILING CRUISES IN THE US VIRGIN ISLANDS

5 Sunset Sailing Cruises in the US Virgin Islands to Build a Day Around

5 trips  ·  from $95 a head

Every trip has one free day too few. These 5 sunset sailing cruises in the US Virgin Islands justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove - Boarding at Marriott’s Frenchman’s Cove
Bay, Harbour & Coastal Sailing, Dining Experiences, Dinner & Evening Sailing Cruises, Dinner Experiences, Evening Experiences, Sailing Trips, St Thomas Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in St Thomas, Sunset Sailing Cruises in the US Virgin Islands, Tour Reviews, US Virgin Islands Sailing Trips

Sunset & Harbor Lights Dinner Sail from the Marriott’s Frenchman’s Cove

1.Sunset & Harbor Lights Dinner Sail from the Marriott’s Frenchman’s Cove

★★★★★★★★★★5.0 · 1,176 reviews · from $119Our pick

Join Captain Dave and The VI Cat crew at Marriott’s Frenchman’s Cove for a two-hour sunset sail past Little Buck Island and Charlotte Amalie. Enjoy an open bar, tacos on Tuesdays or barbecue on select nights, harbor lights, music, and plenty of deck space. Arrive 30 minutes early.

“We had an awesome time, the crew were friendly but most importantly safe. The painkillers were just right and the view was unmatched. We went on Taco Tuesday, the food was good I can't complain. 10-10 I would absolutely did it again!”

Check availability →Read our full review

Champagne Sunset Sail from Margaritaville - The view from St. Thomas’s eastern shore
Evening Experiences, Sailing Trips, Sailing Trips with an Open Bar in the US Virgin Islands, Sailing Trips with Open Bar & Drinks, St Thomas Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in St Thomas, Sunset Sailing Cruises in the US Virgin Islands, Tour Reviews, US Virgin Islands Sailing Trips, Wine Tours

Champagne Sunset Sail from Margaritaville

2.Champagne Sunset Sail from Margaritaville

★★★★★★★★★★4.5 · 691 reviews · from $130

Sail from Frydendal aboard a new catamaran for roughly two hours, with champagne, rum punch, Painkillers, cocktails, wine, beer, soda, and hors d’oeuvres. The crew may include captains such as Big Tuna, Danny Boy, or Sean, and the trip returns to the same meeting point after sunset and moonrise views.

“Tour was good food wasn’t great. Crew was friendly and willing to help. Was 50 people on the boat wasn’t to crowded anymore then that would have been hard to move around the deck. Heavy hors d’oeuvres was an overstatement. We booked snorkel with this company was far better experience.”

Check availability →Read our full review

Sunset Sail with Cocktails and Appetizers - What the 54-foot catamaran feels like
Evening Experiences, Sailing Trips, Sailing Trips with an Open Bar in the US Virgin Islands, Sailing Trips with Open Bar & Drinks, St Thomas Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in St Thomas, Sunset Sailing Cruises in the US Virgin Islands, Tour Reviews, US Virgin Islands Sailing Trips

Sunset Sail with Cocktails and Appetizers

3.Sunset Sail with Cocktails and Appetizers

★★★★★★★★★★5.0 · 580 reviews · from $95Best value

Spend two hours aboard The VI Cat, a 54-foot catamaran leaving Marriott’s Frenchman’s Cove at 5:30 pm. Expect Caribbean sunset views, music, open-bar cocktails, wine, beer, nonalcoholic drinks, and light snacks. Captains and crew such as Serena, Mike, Isaac, and Portia keep the evening easygoing and social.

“This cruise was amazing! We met some amazing folks and got to talking to everyone in the boat and had a great time!”

Check availability →Read our full review

St. John Days End Sunset Sail Open Bar & Hors D'oeuvres - Westin - What the Catamaran Ride Actually Feels Like
Drinking Tours, Evening Experiences, Sailing Trips, Sailing Trips with an Open Bar in the US Virgin Islands, Sailing Trips with Open Bar & Drinks, Sunset Sailing Cruises, Sunset Sailing Cruises in the US Virgin Islands, Tour Reviews, US Virgin Islands Sailing Trips

St. John Days End Sunset Sail Open Bar & Hors D’oeuvres – Westin

4.St. John Days End Sunset Sail Open Bar & Hors D’oeuvres – Westin

★★★★★★★★★★5.0 · 281 reviews · from $109

Sail from the Westin on a 55-foot catamaran into Pillsbury Sound as the sun sets over St. John. Champagne, a full open bar, and hors d’oeuvres are included. Arrive early for a good seat, expect a no-shoes boat, and plan on a relaxed group outing rather than a private cruise.

“It was better than expected The crew was friendly and efficient. The boat was absolutely spectacular. I would recommend this to everyone.”

Check availability →Read our full review

All-Inclusive Sunset Sail - Semi Private - Only 6 Guests - Sailing toward the sunset
Evening Experiences, Private, Sailing Trips, Sailing Trips with an Open Bar in the US Virgin Islands, Sailing Trips with Open Bar & Drinks, St Thomas Sailing Trips, Sunset Sailing Cruises, Sunset Sailing Cruises in St Thomas, Sunset Sailing Cruises in the US Virgin Islands, Tour Reviews, US Virgin Islands Sailing Trips

All-Inclusive Sunset Sail – Semi Private – Only 6 Guests

5.All-Inclusive Sunset Sail – Semi Private – Only 6 Guests

★★★★★★★★★★5.0 · 90 reviews · from $129

Sail from Sapphire Beach Marina aboard Frances Anne for about two hours with no more than six people. Captain Kendall, Mark, Rusty, and other crew members may lead the trip, serving cocktails, soft drinks, and charcuterie while you watch the sunset and possibly snorkel.

“We wanted to celebrate the 60th wedding anniversary with our long-term friends who were avid sailors in their youthful days. This sail was perfect, not too long, not too strenuous, and very enjoyable. Their first time in the USVI will be a most vivid memory for them because of this sail. Thanks to captain and crew for this perfect experience.”

Check availability →Read our full review

Scroll to Top

Every kind of sailing day

Pick the boat, the hour on the water or the country.