Virgin Islands · EVENING EXPERIENCES

The 15 Best Evening Trips in the Virgin Islands

32 tours  ·  from $55

The 15 best evening trips you can book today, with what each costs, how long it runs and who it suits. Number one is top for a reason; start there.

Night Kayak Tour St. Thomas - Westin Frenchman's Reef - Paddling into the cove
Canoes & Kayaks, Evening Experiences, Night Kayak Tours, St Thomas Tours, Tour Reviews, Tours

Night Kayak Tour St. Thomas – Westin Frenchman’s Reef

1.Night Kayak Tour St. Thomas – Westin Frenchman’s Reef

★★★★★★★★★★5.0 · 1,813 reviews · from $69Our pick

At the Westin Frenchman’s Reef, you’ll add glow paint, learn basic paddling, then guide a clear kayak lit from below through the cove. Guides such as Curtis, Derek, Megan, and Eugene have led outings that feature tarpon, stingrays, turtles, and local stories. The tour lasts about an hour and takes no more than six people.

“Unforgettable time, my kids had these priceless smiles on their faces. Well worth it. Highly recommend.”

Check availability →Read our full review

Afternoon Snorkel, Pizza & Sunset Tour departing from St. Thomas & St. John - The Sunset Dance Party on the Ride Home
Evening Experiences, Snorkeling, Snorkeling Tours in St Thomas, St Thomas Tours, Sunset Cruises, Tour Reviews, Tours

Afternoon Snorkel, Pizza & Sunset Tour departing from St. Thomas & St. John

2.Afternoon Snorkel, Pizza & Sunset Tour departing from St. Thomas & St. John

★★★★★★★★★★5.0 · 1,498 reviews · from $120

Join Reef Surfari from Red Hook or Cruz Bay for two snorkel stops in Virgin Islands National Park. The crew, including captains CJ, BK, Andy, and guides John, Darian, or Sydney, provides gear, snacks, pizza, drinks, and a sunset dance party. The group can reach 47 people.

“We had a wonderful time we saw sea turtles, stingrays, jellyfish, and many other types of fish. I highly recommend this. After the snorkeling was over, we got our pizza had drinks and had a wonderful time watching the sunset.”

Check availability →Read our full review

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove - The VI Cat gives you room to roam
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Sailing, Sailing Trips in St Thomas, St Thomas Tours, Sunset Cruises, Tour Reviews

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

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

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

Board The VI Cat at Marriott Frenchman's Cove for a two-hour sunset and harbor lights sail. You will enjoy an open bar, scratch-made tacos or barbecue, music, and views toward Little Buck Island and Charlotte Amalie. The crew, including Captain Dave, Mike, Isaac, Anders, and Adrian on some departures, keeps the evening social and relaxed.

“It’s fun, good food, friendly staff, prompt and generous drinks. Great time of day and just long enough.”

Check availability →Read our full review

Night Kayak Tour St. John - Westin Resort - What the 50-minute water portion feels like
Canoes & Kayaks, Evening Experiences, Night Kayak Tours, St John Tours, Tour Reviews, Tours

Night Kayak Tour St. John – Westin Resort

4.Night Kayak Tour St. John – Westin Resort

★★★★★★★★★★4.5 · 1,011 reviews · from $69

At the Westin St. John, you’ll paint up for a short nighttime paddle in a two-person kayak with a clear, lit bottom. Guides such as Bernard, Sam, Spencer, Fawn, and Destin lead small groups of up to eight toward tarpon, baitfish, stingrays, and other marine life. Expect about 15 minutes on land and roughly 50 minutes on the water.

“You will definitely see Tarpon. It's fun and exciting. This was our 2nd time and it was calmer water, full moon, and less marine activity. Last year the ballyho were flying all over. Guides are great. Bernard this time.”

Check availability →Read our full review

Cocktail Sunset Cruise from Sapphire Beach Resort - What the two-hour route feels like
Cruises & Boat Tours, Evening Experiences, St Thomas Tours, Sunset Cruises, Tour Reviews

Cocktail Sunset Cruise from Sapphire Beach Resort

5.Cocktail Sunset Cruise from Sapphire Beach Resort

★★★★★★★★★★5.0 · 748 reviews · from $130

Board at Sapphire Beach Marina for a two-hour sunset cruise with New Horizons & Breakaway Charters. You’ll pass St. Thomas and nearby keys while enjoying Champagne, an open bar, appetizers, music, and commentary from crew members such as Captain Nate, Max, Whitney, Breezy, and Captain Stewart.

“It was so amazing the captain very educated regarding all the near by islands. The deck hands were so nice, and welcoming. The snacks A+ wish I had them now.”

Check availability →Read our full review

Champagne Sunset Sail from Margaritaville - What the open bar really adds
Cruises & Boat Tours, Evening Experiences, Sailing, Sailing Trips in St Thomas, St Thomas Tours, Sunset Cruises, Tour Reviews

Champagne Sunset Sail from Margaritaville

6.Champagne Sunset Sail from Margaritaville

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

Sail from Margaritaville on a new catamaran for about two hours, with Champagne, wine, cocktails, Painkillers, rum punch, soft drinks, and hors d’oeuvres included. The crew may include captains such as Big Tuna, Danny Boy, or Sean, with sunset and moonrise views around St. Thomas. Expect a social, barefoot boat outing for up to 70 people.

“Captain and crew were excellent. Food was delicious and the drinks were great. It was a rainy evening and the captain found clear skies for us to enjoy our sail.”

Check availability →Read our full review

Sunset Sail with Cocktails and Appetizers - What the crew adds to the evening
Cruises & Boat Tours, Evening Experiences, Sailing, Sailing Trips in St Thomas, St Thomas Tours, Sunset Cruises, Tour Reviews

Sunset Sail with Cocktails and Appetizers

7.Sunset Sail with Cocktails and Appetizers

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

Sail around Charlotte Amalie Harbor aboard the 54-foot VI Cat from Marriott’s Frenchman’s Cove. Expect a relaxed sunset cruise, open bar, light snacks, music, and attentive crew such as Serena, Isaac, Nick, and Portia. The cruise lasts about two hours and returns to the dock in time for dinner.

“Great time, relaxing and the drinks never stop 😊 the staff was very friendly and made the trip very comfortable I would definitely recommend”

Check availability →Read our full review

Glow Boats LED Night Kayak, Marriott Frenchman's Cove Dock, USVI - What You Might See Under the LED Lights
Canoes & Kayaks, Evening Experiences, Night Kayak Tours, St Thomas Tours, Tour Reviews

Glow Boats LED Night Kayak, Marriott Frenchman’s Cove Dock, USVI

8.Glow Boats LED Night Kayak, Marriott Frenchman’s Cove Dock, USVI

★★★★★★★★★★4.5 · 456 reviews · from $75

At Marriott Frenchman’s Cove Dock, guides such as Paul, Sean, Zoe, and Louis lead a 75-minute evening kayak trip over lit Caribbean water. After a short safety briefing, you paddle slowly in search of turtles, stingrays, tarpon, and fish, with Charlotte Amalie Harbour glowing nearby. The calm pace suits beginners.

“Extremely cool experience! We got to see a turtle and lots of different fishes! The staff were warm and welcoming.”

Check availability →Read our full review

Turtles, Pizza Pi & Sunset trip - Sailing past Cinnamon Bay and Trunk Bay
Evening Experiences, Sea Turtle Snorkeling, St Thomas Tours, Sunset Cruises, Tour Reviews

Turtles, Pizza Pi & Sunset trip

9.Turtles, Pizza Pi & Sunset trip

★★★★★★★★★★5.0 · 410 reviews · from $295

Join Stormy Pirates Boat Charters at American Yacht Harbor for a six-hour sail to Christmas Cove and Maho Bay. You’ll snorkel with turtles, stingrays, fish, and perhaps see a wreck, then enjoy cheese or pepperoni pizza from Pizza Pi, drinks, snacks, and a sunset sail. The boat holds no more than 12 people.

“The captain and bartender, were so pleasant knowledgeable. Explained in full detail all areas we traveled and showed patients with equipment. Not to mention the delicious fruit, drinks and pizza. Let’s not forget the yummy cookies and muffins. I would love to do other tours with them. It was such a joy.”

Check availability →Read our full review

Live Music Sunset Sail - The Music Sets the Pace
Concerts, Cruises & Boat Tours, Evening Experiences, Sailing, St Croix Tours, Sunset Cruises, Tour Reviews

Live Music Sunset Sail

10.Live Music Sunset Sail

★★★★★★★★★★5.0 · 285 reviews · from $70

Sail from Frederiksted Pier for roughly two hours on a catamaran with live local music, unlimited Cruzan rum punch for adults, and views of Frederiksted, Sandy Point National Wildlife Refuge, sea turtle tracks, and the setting sun. The crew may include Captain Mike, Chase, Bret, Taylor, or B, with musicians such as Pete appearing on some departures.

“Beautiful sunset sail around Fredericksted! Weather was great and sunset was lovely. Super nice and responsible crew as well. Highly recommend!”

Check availability →Read our full review

St. John Days End Sunset Sail Open Bar & Hors D'oeuvres - Westin - Champagne, cocktails, and small bites
Cruises & Boat Tours, Evening Experiences, Sailing, Sailing Trips in St John, St John Tours, Sunset Cruises, Tour Reviews

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

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

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

Board a 55-foot catamaran at The Westin St. John for a relaxed sunset cruise across Pillsbury Sound. Champagne, a full open bar, and hors d’oeuvres are included. The crew, including captains and attendants such as Freeman, Carolyn, Brandon, Erin, Carter, and Matt on some departures, keeps the evening easygoing and social.

“We decided to book the sunset cruise the last day of our trip as a closing to the vacation and so happy we did. The cruise was very nice, beautiful boat, awesome staff, food was delicious, drinks were delicious as well. The sunset was beautiful and seeing the island from a sailboat was very romantic. There were a lot of other couples on the cruise so if you are looking for a bit more privacy on a cruise tour, we recommend booking a more private option. Otherwise, we highly recommend it! The views and experience was well worth it! They make you take off your shoes on the boat, so…”

Check availability →Read our full review

St Thomas Night Kayak Tour - Sunset gives way to a very different St. Thomas
Canoes & Kayaks, Evening Experiences, Night Kayak Tours, St Thomas Tours, Tour Reviews, Tours

St Thomas Night Kayak Tour

12.St Thomas Night Kayak Tour

★★★★★★★★★★5.0 · 145 reviews · from $69

Meet Virgin Islands Ecotours at Mangrove Lagoon for a 90-minute guided paddle in a two-person sit-on-top kayak. You’ll hear tales of Blackbeard, pass Cas Cay, and use kayak lights to look for tarpon, stingrays, fish, crabs, lobster, and perhaps a nurse shark. Guides such as Devon, Slim, Jason, and Nahshon bring the stories to life.

“This was a very enjoyable way to learn about the island while being able to break a light sweat.”

Check availability →Read our full review

Sunset Kayak Tour in the Mangrove Lagoon, St Thomas - Guides who make the paddle more than a rental
Canoes & Kayaks, Evening Experiences, Mangrove Kayak Tours, St Thomas Tours, Tour Reviews, Tours

Sunset Kayak Tour in the Mangrove Lagoon, St Thomas

13.Sunset Kayak Tour in the Mangrove Lagoon, St Thomas

★★★★★★★★★★5.0 · 105 reviews · from $59Best value

Spend 90 minutes in a sit-on-top kayak through St Thomas’ Mangrove Lagoon Wildlife Sanctuary with guides such as Perez, Swish, Freddie, or Zack. Look for herons, warblers, pelicans, hummingbirds, stingrays, starfish, and hermit crabs as sunset colors spread over the calm water.

“We had a great time with our tour guide/ instructor, D! He was funny yet educational :) would definitely recommend”

Check availability →Read our full review

All-Inclusive Sunset Sail - Semi Private - Only 6 Guests - Open bar, painkillers, and the charcuterie board
Cruises & Boat Tours, Evening Experiences, Private, Sailing, Sailing Trips in St Thomas, St Thomas Tours, Sunset Cruises, Tour Reviews

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

14.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 aboard. Enjoy an open bar, charcuterie, music, island views, and a sunset on the water. Snorkeling gear is included, and some departures may stop for a swim near Honeymoon Beach.

“Amazing sunset views and the Captain is extremely knowledgeable and sociable! Highly recommended this sunset cruise with Captain Ward!!!”

Check availability →Read our full review

Luxury Catamaran Champagne Sunset Cruise - Leaving Yacht Haven Grande with Captain Joe and Katie
Cruises & Boat Tours, Evening Experiences, Sailing, Sailing Trips in St Thomas, St Thomas Tours, Sunset Cruises, Tour Reviews, VIP

Luxury Catamaran Champagne Sunset Cruise

15.Luxury Catamaran Champagne Sunset Cruise

★★★★★★★★★★5.0 · 80 reviews · from $119

Board Someday Charters at Yacht Haven Grande for a two-hour sunset cruise with Captain Joe and Katie. The 12-person limit leaves room to spread out, enjoy unlimited top-shelf drinks and hors d’oeuvres, watch the sunset near Honeymoon Beach, then cruise past Charlotte Amalie’s glowing harbor.

“Katie and Captain Joe made it a fabulous cruise! Super clean and beautiful luxury boat, friendly and fascinating conversationalists, knowledgeable about history, islands, and area! This is a must do sunset cruise or snorkeling adventure! Traveling 30+ years and this one is top of the list!!!”

Check availability →Read our full review

New in Evening Experiences

★ 5.0Private Sunset Charter + Guided Night Snorkeling in St ThomasFrom $1,2003 reviews
★ 5.0Sunset on the Water + Night Snorkeling with Guide in St. ThomasFrom $1403 reviews
★ 5.0Sail and Snorkel Private Charter – Mid-Day Sail 1230pm to SunsetFrom $2196 reviews
★ 4.0Snorkel and Sunset Cruise from Margaritaville ResortFrom $1504 reviews
★ 5.0Private Sunset Sailor’s Delight from Sapphire Marina14 reviews
★ 5.0Private Sunset Sail, Open Bar, 12 Guests, Amazing Island ViewsFrom $1,3454 reviews
★ 5.0Private Luxury Catamaran Champagne Sunset Cruise4 reviews
★ 4.5Glow Boats LED Night Kayak from Marriott Frenchman’s CoveFrom $755 reviews
★ 5.0Night Life Experience – St. Thomas USVI (3hrs)3 reviews
★ 5.0Group Sunset Sail St. JohnFrom $40031 reviews
★ 5.0Sunset Sail Aboard the Tall Ship Denis SullivanFrom $559 reviews

Keep browsing

Snorkeling71Sailing64St Thomas Tours226Beach Tours22Island Sightseeing Tours26Sunset Cruises22
Scroll to Top

Explore the Virgin Islands

Pick a hull, a reef or a ridge road.

On the water

SnorkellingSailing TripsPrivate ChartersSunset SailsDiving

In the shallows

Swim with TurtlesKayaksMangrove LagoonNight KayaksCoral World

On land

Beach DaysIsland CircuitsOpen-Air TrucksCharlotte AmalieFood Walks

British waters

TortolaJost Van DykeThe BathsTortola Snorkelling