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incentive travel resort in the caribbean
Madison ShepherdOct 23, 2023 4:20:17 PM6 min read

Top Incentive Travel Resorts: Caribbean


Looking to host your next incentive trip in the Caribbean? Great choice.

The Caribbean is a top-tier choice for incentive travel destinations. With its natural beauty, luxurious accommodations, and a collection of world-class hotels and resorts, the Caribbean is a great place to consider for your next incentive trip.

But where should you start?

This article will walk you through a curated list of the best resorts that the Caribbean Islands have to offer, providing you with a comprehensive guide to planning unforgettable incentive travel experiences.

Top Islands and Where to Stay

Island 1: St. Barth

St. Barth is one of our favorite exclusive islands for incentive travel. Create a super high-end program with these resorts.

view of beach in front of rosewood le guanahani in st. barth with views of the mountains behind the resort

Rosewood Le Guanahani

Rosewood Le Guanahani, located on the picturesque island of St. Barth, is the epitome of luxury and tranquility, making it the perfect destination for group incentive travel. This exclusive resort has spacious villas and suites, private beaches, and lush gardens, providing an idyllic backdrop for rewarding your top performers.

In addition to relaxation, guests can partake in a variety of outdoor activities, including water sports like snorkeling and windsurfing, or exploring the island's charming towns and designer boutiques. Whether guests prefer to savor exquisite cuisine at the resort's restaurants or unwind at the world-class spa, Rosewood Le Guanahani ensures that your incentive travel experience is a perfect blend of relaxation, adventure, and indulgence in a tropical paradise.

Island 2: Turks & Caicos

Turks & Caicos offers an incredible Caribbean destination with easy-to-access flights from the U.S.

pool view of the exclusive amanyara resort in Turks & caicos in the caribbean


Amanyara, nestled on the shores of Providenciales' North West Point Marine National Park in the Turks and Caicos Islands, is the ultimate destination for an incentive trip that combines luxury and exclusivity. This secluded haven has private villas and pavilions, ensuring a serene setting for rewarding your top performers.

With its minimalist design, top-tier spa, gourmet dining, and access to secluded beaches and coral reefs, Amanyara creates an incentive travel experience that fuses relaxation, adventure, and indulgence, making it the perfect reward for your high-achieving team.

Pool and cabana view of Como Parrot cay in Turks & Caicos

COMO Parrot Cay

COMO Parrot Cay Resort is a luxurious and tranquil retreat situated on a private island. This exquisite resort is surrounded by pristine beaches and lush tropical landscapes.

Guests can enjoy activities like yoga and wellness programs, water sports in crystal-clear waters, multiple dining options, and rejuvenating spa treatments.

Island 3: St. Kitts

St. Kitts is another ideal island to host your incentive program. Let's take a look at some of our favorite resorts.


two chairs overlooking the pool of park hyatt st kitts

Park Hyatt St. Kitts

Situated along the stunning shores of Banana Bay, the Park Hyatt Resort offers an enticing blend of luxury and local culture for any incentive travel group. This resort, overlooking the Caribbean Sea and neighboring Nevis, provides a picturesque setting for relaxation and exploration.

Park Hyatt provides multiple opportunities to immerse your team in the vibrant island culture through guided tours and culinary experiences. Guests may also indulge in thrilling water activities like snorkeling and scuba diving in the nearby coral reefs. With beautiful beaches for unwinding and lavish accommodations, Park Hyatt St. Kitts creates an experience that combines relaxation, adventure, and cultural immersion.

Island 4: Puerto Rico

Puerto Rico offers a tropical escape to the Caribbean while making travel easy (no passports for U.S. citizens and an easy hop from the East Coast).

view of the front of st. regis bahia beach resort in puerto rico

The St. Regis Bahia Beach Resort

One huge benefit of traveling to Puerto Rico is that, as a US territory, US citizens don't need a passport, making The St. Regis Bahia Beach Resort a seamless and accessible destination for group travel. The St. Regis Bahia Beach Resort is a luxurious gem that offers a superb combination of relaxation and adventure for your team.

From a diverse selection of dining experiences featuring local and international cuisine to the resort's wide array of activities, including championship golf and exploration of the El Yunque Rainforest, your incentive travel experience promises to be unforgettable.

view over pool and ocean at fairmont el san juan hotel

Fairmont El San Juan

Located on the vibrant shores of San Juan, the Fairmont El San Juan offers a blend of luxury and cultural exploration. Surrounded by stunning beaches, this resort provides an ideal backdrop for experiencing the rich culture of Puerto Rico through cultural tours, culinary experiences, and live entertainment. Guests can also enjoy an array of activities, from beachfront relaxation to water sports, ensuring a memorable incentive travel experience that celebrates the enchanting culture of the Caribbean.

Island 5: Grand Cayman

The Grand Cayman offers stunning beaches, incredibly blue water, and fun activities for incentive travel.

westin grand cayman resort overlooking white sand beaches and teal blue water with catamarans docked

Westin Grand Cayman Seven Mile Beach Resort

The Westin Grand Cayman is a premium destination on the enchanting island of Grand Cayman, promising a luxurious adventure. This resort is just minutes from the beautiful city of George Town.

At this resort, you can engage in a range of activities such as snorkeling in vibrant coral, taking a day trip to explore the city life, or teeing off at top-tier golf courses.

Island 6: Canouan

Canouan is an exclusive island situated south of St. Vincent and the Grenadines. It offers a luxury escape and a unique opportunity that few people get to enjoy, making it an ideal location for incentive travel.

beach and resort view of mandarin oriental in Canouan

Mandarin Oriental

In the heart of St. Vincent and the Grenadines, Mandarin Oriental, Canouan guarantees an unwavering commitment to elevated guest experiences. This property is home to a diverse range of culinary delights accompanied by stunning views of the Caribbean waters.

You can enjoy an array of activities, including championship golfing, snorkeling in stunning waters, and exploring the vibrant marine life while scuba diving. With a plethora of activities and opportunities to relax, Mandarin Oriental is a great destination for group travel.

Island 7: Nevis

Nevis rounds out our list of ideal locations for incentive travel to the Caribbean.

view of four seasons nevis from the water with the mountain behind the resort

Four Seasons

Set along the picturesque shores of Nevis, the Four Seasons Resort is a captivating fusion of luxury and island culture, perfect for group incentive travel. This beachfront oasis, with panoramic views of the Caribbean's turquoise waters and lush landscapes, provides an ideal setting for relaxation and exploration.

Immerse your team in the vibrant culture through guided tours and culinary experiences, or foster team-building through activities like sailing regattas and golf tournaments. With tranquil beaches for unwinding and a rejuvenating spa, the Four Seasons Nevis will give your team an unforgettable experience that harmonizes relaxation, adventure, and cultural immersion in the heart of the Caribbean.

Caribbean All-Inclusive Resorts

Looking for an all-inclusive option for your group travel to the Caribbean? Look no further than Sugar Beach St. Lucia and Secrets Cap Cana.

pool view overlooking the ocean at sugar beach, an all-inclusive resort in the caribbean

Sugar Beach St. Lucia

Sugar Beach is an all-inclusive tropical haven located on the stunning island of St. Lucia in the Caribbean region. This luxurious resort boasts elegantly designed villas and bungalows, many with private plunge pools and breathtaking views of the iconic Pitons, a UNESCO World Heritage Site.

Visitors at Sugar Beach can immerse themselves in a wide range of entertainment options, including water sports such as sailing, kayaking, and snorkeling, as well as embark on invigorating rainforest hikes.

For those seeking relaxation, the resort offers a pristine private white sand beach where you can unwind in paradise. Whether you're exploring the natural wonders of the island or simply indulging in relaxation, Sugar Beach provides the perfect spot for incentive groups.

overhead view of secrets resort in cap cana

Secrets Cap Cana

Secrets Cap Cana, located in the exclusive community of Cap Cana in the Dominican Republic, is a luxurious all-inclusive resort that defines seaside elegance. This luxury resort is renowned for its gourmet dining experiences, featuring a diverse range of international cuisines and decadent dishes.

In addition to the culinary delights, guests can embark on explorations to Punta Cana, enjoy leisurely bike tours and painting classes, partake in dance lessons, or simply relax and rejuvenate at the spa. Secrets Cap Cana ensures an extraordinary incentive travel experience that combines relaxation, adventure, and indulgence in a tropical paradise.

Create Unforgettable Experiences with GoGather

Need some help planning your team's next big trip? GoGather's event experts can help you turn an idea into reality, ensuring that the entire experience is seamless and enjoyable for all attendees. Let's chat about how Go Gather can make your next incentive trip one you'll never forget.

coconut drink with title "let's plan your next incentive program'


Madison Shepherd

Madison Shepherd is a Marketing Specialist at GoGather. When she's not writing blogs or sending out social media posts, she enjoys hiking, traveling, or reading at one of the many beautiful beaches in San Diego.