Top US Virgin Islands Holidays

If sailing into the sunset while sipping champagne sounds like your idea of a good time, this St. John sailing experience may be just what you need. With this group cruise, you'll sail from the Westin on St. Johns out into the Pillsbury Sound aboard a 55-foot catamaran, where you'll be served champagne, as the sun sets into the sea.

Spend a memorable sunset sailing into the waters around St. John on this cruise from the Ritz-Carlton in St. Thomas. You’ll be treated with refreshing beverages while you sail, with plenty of time to take photos or just enjoy nature’s light show as the sun sets below the Caribbean horizon.

Spend about 6.5 hours sailing, snorkeling, eating, and drinking with this cruise from St. John. You'll start with an on-board continental breakfast, followed by a snorkel stop at a coral reef. Then it's off to a floating taco bar, Lime Out, for lunch, followed by a full open bar on the catamaran after snorkeling and more snorkeling before you head home. Weather conditions determine if sailing is an option.

Soar above the U.S. Virgin Islands during this 1-hour parasailing adventure. Admire the beautiful coastal views of St. Thomas as you head out from Sapphire Beach Marina to your parasailing spot. Gear up for your ride after a safety briefing and enjoy the stunning aerial views of the islands and the Caribbean below you. This tour is suitable for all skill levels and those ages six years and up.

Enjoy a decadent way to toast the sunset on this catamaran sailing tour. Hop onboard and savor heavy appetizers and an open bar featuring wine, champagne, mixed cocktails, PainKillers, and rum punch while taking in the spectacular coastline. Then, grab a glass of champagne to toast the sun as it sets over the Caribbean Sea.

Set sail from St. Thomas to the island of St. John with this luxury catamaran dinnertime cruise, ideal for those who want to dine at the St. John restaurant of their choosing. You'll enjoy cocktails as you make your way to St. John, with plenty of time on the island for dinner on your own. Cordials will be served on the return journey home.

Explore the waters around the US Virgin Islands on this boat trip with snorkeling stops. Climb aboard a catamaran and set sail to the beautiful waters of the Caribbean. Enjoy snorkeling around coral reefs or relaxing on deck. Then head off to a unique floating bar - the only one in the US Virgin Islands - for a taco lunch. Perfect for guests looking to take a break from the island crowds and see parts of these islands only accessible by boat.

Combine sailing and sunset in one excursion—and enjoy views of St. Thomas you can’t get on land—on this day’s end sunset cruise. Board your catamaran at The Westin St. Thomas Beach Resort & Spa and set sail along the coast. Sip on included alcoholic beverages while soaking up the views and the sunset.

Take a break from sightseeing and channel your inner artist at this fun art and wine experience in St. Thomas. Suitable for all levels of artistic experience, all the materials you need are provided, and wine is available for purchase. An instructor is on hand to provide a short class and demonstration, as well as guidance as you work on your unique piece of art.

Embark on a sleek powerboat for an unforgettable 3.5-hour adventure that combines snorkeling, delicious bites, and a stunning sunset experience. Begin with a vibrant snorkel stop at a pristine reef, where all snorkel gear and instruction is provided and our crew is ready to help you explore the underwater world. After snorkeling, relax as you cruise into golden hour and enjoy fresh, hot pizza—cheese or pepperoni—delivered from the famous Pizza Pi boat, paired with drinks from our open bar. This trip is perfect for anyone seeking relaxation, great food, and breathtaking views of the Virgin Islands. 3.5-hour trip featuring snorkeling and a scenic sunset cruise Snorkel at a hand-picked site known for clear waters and abundant marine life Enjoy fresh cheese or pepperoni pizza from the iconic Pizza Pi boat

This experience offers an unforgettable taste of local island life — combining sun, sand, and rum in one perfect beach day. Guests will enjoy a guided tasting of locally curated Extra Virgin Rum and learn to mix the famous Emerald Beach Painkiller, a true Virgin Islands classic. With cocktails in hand, lounge chairs on the sand, and a $5 credit toward your favorite bottle, it’s the perfect blend of relaxation and authentic local flavor

No need to suffer through a stale packed sandwich on this full-day snorkeling cruise. Instead, enjoy freshly-made pizzas from the unique floating food boat Pizza Pi. Spend the rest of the day working up an appetite with swimming and snorkeling at picturesque beaches and offshore cays. When you’re tired from all that swimming, relax on deck and make the most of the free snacks and open bar.

Enjoy a private sunset cruise on a 55-foot daysail yacht with space for up to 12 guests. Meet at Sapphire Beach Resort Marina to board the yacht, then relax as your captain sails to Great St. James and anchors in Christmas Cove. Watch the sunset while savoring hors d’oeuvres and drinks from the open bar.

Get ready for a night of fun and flavor in paradise! Hop into your private luxury Cadillac Escalade and set off an unforgettable bar crawl through St. Thomas, Virgin Islands. We’ll take you to the island’s hottest spots, where you can sip on tropical cocktails and dance the night away. Enjoy a delectable dinner at a local restaurant and kick off your night with a complimentary appetizer on us! Revel in the stunning ocean views, vibrant atmosphere and the best of Caribbean nightlife- all while cruising in style. Whether you are celebrating a special occasion or just seeking a great night out, this experience promises laughter, great company, and unforgettable memories. Cheers to a spectacular night!

Set sail from Charlotte Amalie on a 43-foot monohull and discover the beauty of the Virgin Islands. As you cruise through turquoise waters, relax on deck with a refreshing drink and take in stunning views of lush hills and hidden coves. This half-day sail is perfect for couples, friends, or anyone wanting to enjoy the islands from a unique perspective, blending luxury with authentic Caribbean vibes. - Experience a scenic 3-hour sail around the Virgin Islands - Includes snorkeling gear, refreshments, and light snacks - Perfect for romantic getaways or friends’ escapes

Treat yourself to a dinnertime sailing trip aboard a luxury 65-foot-long catamaran, Lady Lynsey II. Sail from the Ritz-Carlton out to the Lovango Resort and Beach Club (situated on a private island), with cocktails served along the way. Once you arrive at the club, sit down to a meal of fresh seafood (additional expense) and more cocktails on your return cruise home.

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This trip is limited to only 12 guests. Start the morning with Muffins Fruit and a full open bar w/bottomless mimosa's are served as we sail along the beautiful Northern Cays of the USVI. We check into the BVI Customs and you will receive a new stamp in your passport. You'll get to explore the town of Great Harbor with its sandy Main Street and maybe even meet Foxy himself while you get to enjoy some Fire Water Rum or grab a souvenir at the boutique. After Great Harbor we sail over to the beautiful White Bay, which is home to The Soggy Dollar Bar to spend the entire afternoon. This 9 hour trip will give the maximum time at White Bay and The Soggy Dollar Bar. ** This is an International Excursion and a Valid Passport and USD85 cash customs fees per person is required ** This is a share trip with other guests. This is NOT a private tour

Explore the local spots with a bar hop that takes you to hidden gems off the beaten path. Savor unique drinks and indulge in a local snack as you mingle with fellow travelers and locals alike. This tour offers an authentic taste of the area’s beverage culture, showcasing spots that are often overlooked by tourists. Perfect for those looking to learn a little bit about our island while enjoying local watering holes. - Visit lesser-known bars to sample local drinks and snacks - Experience the vibrant culture in a relaxed setting - Ideal for travelers seeking an authentic local experience - Enjoy a casual atmosphere while meeting new people and discovering new flavors

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Our first stop is at Great Harbor, Jost Van Dyke where our team will clear customs while you while you wander and explore the quaint town of Great Harbor and enjoy a chat with Foxy. Then we travel to Diamond Cay, where you can hike to the Bubbly Pool, snorkel or just sit and relax and enjoy the view at Foxy's Taboo. From Diamond Cay, we pass by Sandy Spit where you will have time for a quick photo of this famous island that has been featured in several Corona Commercials. Then we travel onto Norman Island and stop at The Pirate Ship, known as the The Willy-T. Here you will have time for a drink or a quick jump or two off the top of the deck. This is an International Excursion and a Valid Passport is required.

Avoid the crowded beaches and spend half a day snorkeling in the pristine waters around St. Thomas when you book this fun excursion. Join a small group and head to a prime snorkel spot where you can observe endangered green sea turtles in their natural habitat, as well as other marine life. Then, head to Honeymoon Beach where you can relax on the sands without the crowds.

Set sail on St Thomas' aquamarine waters during this 3-hour sailing excursion from Frenchman's Cove. Step aboard the 54-foot (16-meter) catamaran and meet your friendly captain and crew. Head for the serene waters of Little Buck Island National Wildlife Refuge, where you'll don the provided snorkeling gear and jump in to snorkel among the vibrant marine life. Snacks, pirate tattoos and unlimited drinks from the open bar are included.

Be sure to come hungry for this dinner cruise that’s strategically timed so you enjoy the Charlotte Amalie harbor lights and sunset. Get comfortable aboard the 54-foot (16-meter) catamaran as you sail through the harbor, sipping a drink from the open bar. Dinner includes options for all preferences, including tacos on Tuesdays and barbecue on Wednesdays, Fridays, and Saturdays. Dietary restrictions can be accommodated with advance notice.