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From celebrating milestone anniversaries or an extended romantic honeymoon, the Caribbean has long been an ideal region filled with secluded beaches, waterfront bungalows, intimate all-inclusive resorts, and all a short flight away from many United States cities. While many travelers opt for a single destination in the Caribbean to spend their holiday, our local partners, Hummingbird Travel, gave us a deep dive into their favorite island combinations so you can experience the region’s diversity. Picture yourself sipping cocktails on a secluded beach on the island of Canouan after exploring the historic streets of Barbados. Or perhaps you’d prefer the lush landscapes of St. Lucia combined with the laid-back charm of Bequia. These island pairings offer the ultimate combination of adventure, relaxation, and romance, making them the ideal choice for couples seeking an unforgettable Caribbean experience.
The first pairing Hummingbird Travel recommends is an itinerary that balances a popular getaway destination with a more secluded, hidden gem. The historic charm and pristine beaches of Barbados have drawn travelers from all over the world for good reason, and the vibrant island offers a plethora of activities for couples. Explore historic Bridgetown, visit Harrison’s Cave, and enjoy a romantic sundowner at the famous Lone Star Restaurant. Stay at the oceanfront Fairmont Royal Pavilion nestled in the heart of the island to enjoy some leisure time. A short 45-minute flight away, the island of Canouan offers a reprieve from the adventure on Barbados with its secluded beaches, hidden coves, and opportunities to try a variety of water activities like snorkeling and paddleboarding. Relax in a spacious villa or suite at Mandarin Oriental Canouan or indulge in a couple’s massage at the beachfront spa. The perfect pairing of adventure and relaxation, this getaway is ideal for couples looking for an authentic Caribbean escape.
For the couple looking for a blend of sea and land activities, Hummingbird Travel recommends combining St. Lucia with St. Vincent & the Grenadines’ largest island, Bequia. Spend several days in a private cottage at East Winds in St. Lucia, taking in the scenery of the property’s lush gardens and private beach. Spend the day with your partner hiking up The Gros Piton before enjoying time at the Sulphur Springs to detox, or head out on a catamaran for snorkeling around a UNESCO World Heritage site. The second half of your holiday is a short 30-minute VIP transfer over to Bequia to enjoy the slower pace of island life. Visit the infamous Jack’s Beach Bar to sample local cuisine on Princess Margaret Beach or go snorkeling and kayaking to spot the diverse marine life native to the island. On land, walk Princess Margaret’s Trail over to Port Elizabeth, soaking up the sun and panoramic views. With a balance of land and sea activities, the adventurous couple out there will enjoy this long holiday!
Seeking a romantic escape away from the crowds? St. Kitts and Nevis are two islands that offer the ideal holiday off-the-beaten path. These lesser-known Caribbean islands provide a peaceful and intimate atmosphere, perfect for couples looking to reconnect and enjoy quality time together. In St. Kitts, relax on one of their many secluded beaches or opt for a round of golf at a nearby course. For a luxurious stay, consider Park Hyatt St. Kitts, a beachfront resort with stunning views and an amazing spa perfect for unwinding after a long day in the sun. After exploring St. Kitts, hop over to Nevis to explore the botanical gardens, hike the Nevis Peak Volcano, or enjoy a private dinner for two at the historic Mill Privée. Rest after a day of exploring at Montpelier Plantation & Beach, a boutique hotel that offers couples a chance to disconnect among 60 acres of tropical hills. If you and your partner are in search of a secluded getaway far from the crowds, consider this island pairing.
Whether you’re seeking adventure, relaxation, or a combination of both, the Caribbean offers a wide range of island pairings to suit every couple’s desires. Our local partners at Hummingbird Travel, with their deep knowledge of the Caribbean, work in tandem with your Brownell advisor to create a personalized itinerary that perfectly aligns with your preferences and interests. Let us help you island-hop around the Caribbean for that special occasion with your partner. From honeymoons and destination weddings to milestone anniversary trips, reach out to inquire about your next romantic getaway!