Top Caribbean 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 and hors d'oeuvres as the sun sets into the sea.

Dance and celebrate off the coast of the Dominican Republic on this party boat package. Designed for adults only, board a catamaran and set off on a tour from Punta Cana. Enjoy a stop at a natural pool for snorkeling, or simply relax on deck. A great option for celebrating a special occasion and making special vacation memories with loved ones.

Visit Saona Island, an idyllic speck of sand and palm trees in the blue Caribbean, during a full-day tour from Punta Cana. Board a small speedboat for the thrilling ride out to the island, including a stop at a natural swimming pool where you can see starfish. Upon reaching Saona Island, spend the day exploring; stroll along the beach, relax in the white sand and swim in the azure waters. Sip drinks from the open bar and enjoy a buffet lunch of traditional Dominican fare. Round-trip transportation from Punta Cana is included.

Book this group party cruise for a half-day of fun, where all the beach and ocean activities are planned for you, as well as a barbeque lunch, soda, and alcoholic drinks. You just need to relax and be ready for a good time. Hotel pickup and drop-off are included, so you don’t need to organize transport separately. You might make some new friends on this group tour, too.

Cruise along Aruba’s southern coast aboard a graceful schooner. Sip a cool refreshment and relax in one of the boat’s lounges while you take in the sights. You’ll also have the option to take a swim or a guided snorkeling or kayaking excursion in the hidden reef and calm inlets of Aruba’s Spanish Lagoon. As you return to the deck, the aroma of sizzling flavors welcomes you. Your onboard chef will have fresh lunch accompanied by Caribbean music and refreshing hand-crafted cocktails to indulge in as you sail back to shore.

A sunlit white-sand cay just 6 miles (10 kilometers) off Curaçao, Klein Curaçao is a must for lovers of sun, sand and snorkeling. Arrive in leisurely style on this comfortable sailing catamaran, with onboard restroom for complete peace of mind. Your package includes a barbecue buffet lunch with drinks from the open bar, and snorkeling gear so you can appreciate the brilliant reef fish and (most likely) turtles too.

Get a taste for the Negril social scene with this bus tour that stops at bars on and off the beaten path. Mingle with the locals as you imbibe at some hidden gems (alcoholic beverages not included in price). Plus, you might be able to experience an island sunset at the end of the tour.

Spend a day 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.

Explore the vibrant streets of Old San Juan on this photogenic tour, designed for photography enthusiasts and culture seekers alike. Get ready to have some free local beer and some puerto rican sweets. Over 2.5 hours, wander through historic sites like El Morro castle, La Perla, San Cristobal castle, La Fortaleza, La Catedral, the colorful San Sebastián Street and other local hidden gems, capturing stunning sunset views and sharing captivating stories. With a small group enjoy a relaxed pace that allows for ample photo opportunities and insightful history fun facts from your local certified guide. Conclude at Paseo La Princesa and witness the sunset, making unforgettable memories.

Hop aboard Aruba’s ultimate party experience and get ready for a night like no other. This isn’t just a ride; it’s a mobile nightclub complete with a live DJ, a charismatic host, and an entertaining bartender serving unlimited Aruba Ariba cocktails. Dance, sip, and celebrate as you cruise through the hottest nightlife spots, making unforgettable stops at some of Aruba’s trendiest bars and clubs, with convenient hotel pickup and drop-off.

Watch the sunset on the deck of a spacious catamaran off Grace Bay while you enjoy a glass of Champagne on this catamaran sightseeing cruise around Providenciales. This 18-and-over tour allows you to enjoy a sunset like no other while rocking gently on the Caribbean waters. Dine on snacks, including fresh conch fritters, provided by a local restaurant while you toast the gorgeous surroundings—it's an ideal option for date night.

Put on your party pants and get ready for an evening out at the Gros Islet Street Party. Indulge in mouthwatering street food such as grilled fish, lobster, and island-spiced barbecue chicken. Then join the fun and hit the street-wide dance party, hosted by local island DJs spinning Caribbean tunes. Dance like no one’s watching and revel with the locals like family to your heart’s desire.

Visit Negril's celebrated 7 Mile Beach and get a chance to go snorkeling and visit famous Rick's Cafe aboard a catamaran cruise with this tour. You'll get round-trip transportation to Negril on an air-conditioned bus, beach time at 7 Mile, and a trip out to sea aboard a catamaran with an open bar and snorkeling equipment.

Discover the pinnacle of luxury aboard Barbados’ newest gem — our 30ft double-decker pontoon boat. Designed for intimate gatherings of up to 15 guests, this exclusive experience combines modern comfort with first-class hospitality. Our exceptional crew, gourmet cuisine, and personalized service set us apart, ensuring every moment on board is as memorable as it is indulgent. Whether you're marking a milestone or simply savoring the beauty of the Caribbean, we specialize in creating unforgettable celebrations — from birthdays to anniversaries — in an extraordinary setting.

Enjoy a day in the sun and sand with this full-day water sports package at Junkanoo Beach. Get access to all of the non-motorized water and beach sports equipment, including soccer and volley balls, all inflatables, paddle boards, snorkel gear, and double or single kayaks.

Get ready for an exhilarating night at Coco Bongo Punta Cana, where captivating performances and a lively atmosphere come together for a memorable experience. This entry ticket includes access to an electrifying show filled with acrobatics, music, and entertainment that spans across genres. With an open bar offering a variety of drinks, guests can enjoy a snack as they immerse themselves in the vibrant spectacle. Roundtrip transportation from your hotel ensures a hassle-free night out, making it a must-do while in Punta Cana.

Provo's first ADULTS ONLY cruise to take you to the famous shipwrecks and tiki bar! If you came on vacation to see the sights, let loose, and enjoy the Caribbean, you've found the best excursion! Multiple snorkel stops, beautiful views and sight seeing, eating, dancing, and drinking on a bar floating in the turquoise waters of TCI's Caribbean. Join us for your experience of a lifetime!

Experience an unforgettable day of fun in the sun on our party catamaran and snorkeling tour in Montego Bay! Swim and snorkel in the crystal-clear waters of the Caribbean Sea, discovering vibrant coral reefs and colorful marine life. But the excitement doesn't stop there - our catamaran is equipped with a top-of-the-line sound system, a fully stocked bar, and a lively crew ready to keep the party going. Dance to the beat of the music, sip on delicious cocktails, and soak up the stunning views of the Jamaican coastline. This is not your average snorkeling tour - it's a one-of-a-kind experience that you won't want to miss. Book now for the adventure of a lifetime!

Swap the crowded boat tours for a chance to watch the tropical Aruban sunset from aboard a spacious and comfortable 40-foot (12-meter) trimaran departing from Palm Beach. As well as uninterrupted views of the sparkling Caribbean Sea, this happy hour sunset cruise includes an open bar and free-flowing appetizers.

Watch the sunset from the water on a fun “pirate ship” cruise in Aruba. Aboard a swashbuckling-style schooner, enjoy the gentle trade winds, and sip a cocktail from the open bar. Get the chance to admire the island’s scenery from the teak decks as you sail along the coast and take advantage of the onboard rope swing to make a splash.

This is a special combination tour of Island sightseeing and beach experiences, specially created for CRUISE PASSENGERS. The unique selection of a 2-hour bus tour and a 2-hour beach stay will allow you to visit the popular historical stops. Free bus pick-up from Beach. Our guide will share a complete island narrative on history and culture. The beach stop has restrooms, a restaurant, and beach chair amenities.

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 to hors d’oeuvres and champagne 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.

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