Top Caribbean Seasonal & Special Occasions

End the day with something special with this sunset cruise package. Step aboard a catamaran and relax as you enjoy a selection of snacks and drinks. Get ready to dance once the DJ starts playing music, and when it’s time, watch the sunset over the sea. Perfect for those who like to party on vacation but fancy doing something a little different.

Experience the perfect fusion of elevated dining and gourmet cuisine with the exclusive seating options for a personalized adventure. At 5:30 p.m., immerse yourself in the breathtaking shift from golden beaches to a serene sunset, while 7:15 p.m. and 9:00 p.m. seatings captivate diners with the magic of city lights twinkling against the night sky. Suspended high above the ground, this unparalleled experience delivers an adrenaline rush alongside panoramic views that redefine traditional dining. It’s not just about the height; it’s about savoring exquisitely crafted dishes while floating in the open air. With safety and comfort as the top priorities, each moment is as serene as it is thrilling—perfect for celebrating special occasions or adding a memorable touch to any day. More than just a meal, this is a remarkable journey that elevates dining to extraordinary heights.

At sunset, the Caribbean’s warm breezes complement stunning views. Take in the experience aboard a 54-foot catamaran sailboat complete with appetizers and alcoholic and non-alcoholic beverages when you prebook this cruise. The trip is ideal for families, couples, and groups. Plus, you’ll return to the Marriott's Frenchman's Cove Dock in time for dinner.

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.

Adults will enjoy the relaxed pace of this catamaran tour with snorkeling and swimming from Punta Cana. With the boat's capacity capped, the vibe will be sophisticated and intimate. Between snorkeling (using the provided equipment) and swimming, enjoy a seafood lunch and unlimited drinks from the open bar.

Spend a night out in St. Lucia during this Gros Islet Friday Night Street Party Experience that includes hotel pickup. Walk along the seafood-lined streets as you choose your dinner and drinks (own expense), and take in the surrounding entertainment and atmosphere. Plus, you can explore at your own pace and leave whenever you’d like.

Sail aboard a luxury catamaran on this sunset cruise from Aruba. During this evening excursion, enjoy tropical cocktails as the sun dips below the horizon and the stars appear. Cruise up Aruba's stunning coastline and enjoy views of Palm Beach while snacking on complimentary appetizers. Get to know the boat's crew as it entertains you with storytelling, local music, and dancing.

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.

Stilt-walkers, fire eaters, steel pan music, and more make this beachside dinner show a night to remember. A cozy dance floor with a live band spurs you on to join in the fun as you learn first-hand about Caribbean culture. Refuel with a tasty barbecue dinner and open bar for unlimited house drinks. Ideal for couples or friends looking for a fun evening out.

Spend a carefree day on Aruba’s De Palm Island with all-inclusive access to water activities, snorkeling gear, banana boat rides, and exciting drop slides. Unwind with a hot buffet lunch and an open bar as you soak up the island’s tropical atmosphere. Hotel pickup and drop-off are included for a smooth and hassle-free experience.

Join a local tradition twice a week in St. John’s at this sunset party with live music, drinks, and gorgeous views. Enjoy roundtrip transportation from your hotel for convenience to the restored military lookout Shirley Heights, which offers incredible Caribbean Sea views. Enjoy watching the sun sink into the sea to the tunes of calypso and reggae music as you sip on rum punch with Antiguan locals.

Sail along the coast of St. Martin during sunset on this excursion. Enjoy snacks, drinks, and entertainment as you take in the exquisite colors of a Caribbean sunset. Pick a spot on the spacious deck of the boat or upfront in the nets stretching between the two hulls of the catamaran to relax, relish the ride and watch the sun sink below the horizon, ending another beautiful day in paradise.

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.

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!

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.

Take home unique vacation pictures with this photoshoot package. Enjoy posing in Curaçao’s waters as a drone takes photos of you from above. A friendly team will ensure you are comfortable and having fun throughout, directing poses you can make on the bamboo raft. A great way to capture special occasions, whether a birthday, anniversary or something else.

Explore the waters around Punta Cana aboard a catamaran on this carefully-curated tour. Spend a half-day (select from morning or afternoon departure to suit your schedule) taking in the coastal scenery around Cabeza de Toro Natural Reserve, then don the provided snorkeling gear to explore the underwater world. You can also try out the boat's slide toboggan or just relax on board and soak up the sun's rays. The boat can accommodate up to 72 guests but is limited to 27 guests, leaving space to roam around as you please!

The Punta Cana Hip-Hop Partyboat isn’t just another cruise it’s a full-on Caribbean music experience blending the best of Hip-Hop, R&B, Dancehall, and Afro Beats at sea. Unlike traditional party boats, your DJ lineup celebrates urban and island culture, creating a vibe that connects everyone through rhythm and energy. You’ll enjoy an open bar, swimming and snorkeling, and a lively sand bar party surrounded by turquoise water. Your crew keeps the energy high with games, dance-offs, and photo moments so you don’t just sail you live the vibe. Perfect for music lovers, groups, and anyone who wants to experience Punta Cana with style, flavor, and unforgettable energy.

Admire the white-sand beaches and tropical scenery of Barbados from the water on a catamaran tour that takes you to some epic snorkel spots. With numbers limited to 12 people, there’s plenty of room to relax on deck and enjoy a Bajan buffet lunch and an open bar featuring soft and alcoholic drinks. Hotel pickup is included for added convenience.

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!

Set sail on an unforgettable Caribbean Adventure! Feel the ocean breeze as we cruise along the west coast of Barbados surrounded by stunning crystal-clear water and vibrant tropical views. Enjoy delicious Bajan buffet bursting with flavor and sip your favorite drinks from our open bar as music sets the perfect vibe. Our friendly and attentive crew will be there to guide you throughout the tour and assist in all activities be it swimming with the turtles or exploring shipwrecks, so weather you are relaxing on the deck or dancing in the sun, this all-inclusive experience will blend fun, relaxation and island luxury creating memories you'll never forget.

Sail out to the Lovango Resort and Beach Club, on private Lovango Cay, with this evening cruise from the Westin on St. John. You’ll be served hors d'oeuvres and cocktails as you sail to the island, but you may want to save your appetite for the meal of fresh seafood that awaits you. Cordials will be served on the return trip home or you can order a drink from the on-board open bar.

Some sailing excursions in Barbados can be crowded experiences; avoid that uncomfortable feeling on this catamaran cruise, which sails with just a small number of passengers. After jumping into the water to swim and snorkel, enjoy the open bar, snacks, and Bajan buffet lunch as you cruise the coastline.