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Grand Cayman is a Top Caribbean Incentive Trip Destination

Often known as one of the most popular Caribbean cruise ship ports, Grand Cayman is also rapidly becoming one of the most popular destinations for a Caribbean incentive travel program. The island has made leaps and bounds towards modernizing and adding the stateside sophistication you may not expect to experience in a Caribbean destination.

Beach on Grand Cayman

Grand Cayman is among the three islands that comprise the Cayman Islands, which also includes Cayman Brac and Little Cayman. Of the three, Grand Cayman is the most developed and luxurious island to host an incentive group. Renowned for its coral beaches and azure water, Seven Mile Beach welcomes guests to truly relax and reward themselves while also allowing them the opportunity to be adventurous and snorkel right off of the resort’s beach.

Ready to learn more about your next incentive destination?

Air Travel to Grand Cayman for a Caribbean Incentive Trip

The newly renovated Owen Roberts International Airport offers direct access to many major U.S. and international airports. Flights arrive daily from several main international airports on many airlines, including American, Delta, United, JetBlue, and Southwest.

Like many island destinations, immigration and customs wait times can be lengthy. However, if you have a VIP arriving or want to improve your attendees’ first impression, a “fast track” option can be purchased at a per person rate for arrivals, departures, or both.

Incentive-Quality Hotels in Grand Cayman

Escape to the luxurious Kimpton Seafire Resort + Spa, where the Caribbean Sea will captivate your senses. As the island’s first boutique resort opened in 2016, the Kimpton Seafire’s trendsetting and contemporary design meets the timeless allure of the world-famous Seven Mile Beach. The boundless open-air architecture features commanding views of the sea at every turn, unfolding to meandering gardens, countless unexpected sanctuaries, and welcoming gathering spaces.

grand cayman incentive travel hotel

Kimpton Seafire Resort + Spa

Offering the same level of service you can expect at any other of its international properties, the Ritz-Carlton, Grand Cayman, provides the island’s guests a truly 5-star experience. The property comprises two buildings overarching the main boulevard of the island. The two buildings offer your group a more price-competitive option to keep your budget under control, all the while experiencing top-of-the-line amenities and service.

grand cayman incentive trip hotel

Image of the Ritz-Carlton Grand Cayman by Marriott

Ranked in the top 10 of Cvent’s “Top 25 Meeting Hotels in the Caribbean and Latin America,” The Westin Grand Cayman boasts exceptional service and effortless event execution for your next meeting or incentive program. The property underwent full renovations in 2017 and has since come back as a major competitor for the MICE industry. Also located directly on Seven Mile Beach, your guests will not have to travel far to reach paradise.

caribbean incentive quality hotel

Image of the Westin Grand Cayman Seven Mile Beach by Marriott

Activities for a Grand Cayman Incentive Trip

Stingray City with Lunch at Kaibo

Come face-to-face with some of the friendliest creatures in the ocean at Grand Cayman’s #1 tourist destination. During the excursion, skilled staff will teach you how safely to interact, feed, and even hold the stingrays. Make it a full day group activity with a private catamaran sail and paired with lunch at Kaibo Beach Bar & Grill.

grand cayman incentive trip activities

Have you ever imagined feeding a wild stingray? From

Crystal Cave Safari

Depart your resort in a guided Jeep tour to Crystal Caves. Along the way, engage in learning the history and culture of the Cayman Islands. Take in the architectural beauty of Pedro St. James Castle, indulge in rum tastings at Seven Fathoms Mini Distillery and then prepare to marvel at the natural wonder of the Crystal Caves.

Incredible cave formations explored on a Jeep tour from

Scuba Diving and Snorkeling

Grand Cayman has world-class dive sights. In fact, they have 365 sites marked around the island, so your guests are likely to see something different every time. Grand Cayman, in particular, is known for its dramatic seawalls, shallow reefs, and storied shipwrecks. Your adventure-seeking guests are sure to have an exhilarating time in the deep blue.

Oro Verde shipwreck, Grand Cayman

Snorkeling is also encouraged anywhere off of Seven Mile Beach. Most resorts offer snorkel gear complimentary, so during your days at leisure on the island, your guests can snorkel as much as they want. The protected coral reefs are often a mere 50 yards off the shore.

Grand Cayman’s waters are teeming with fish, stingrays, and turtles

Other notable activities to consider would be a treatment at the Spa at Seafire, adventuring out on wave runners, shopping in Camana Bay, golf at the Ritz Carlton Golf Club, or touring the island history at the Cayman Turtle Centre.

Enjoy massage therapy, body treatment, and a facial at the Spa at Seafire. Image by Seafire Resort and Spa

Group Dining Options in Grand Cayman

Grand Cayman has many fine dining outlets as well as local eats throughout the island. Grand Old House, located approximately 10 minutes from Seven Mile Beach, is one of the top restaurants on the island and perfect for any group size. Their partially covered deck can host a group of up to 400 people exclusively or partition off sections for an intimate, semi-private dinner. With a sommelier and cigar roller on-site daily, your guests can expect a first-class dining experience at Grand Old House.

Host a group of 4 to 400 people on Grand Old House’s expansive deck.

For an ultimate, high-end dinner, send your guests to dine Upstairs at Kaibo. There, your guests will enjoy a pre-selected, 5-course chef’s tasting they will not soon forget. With the plantation-style ambiance and extensive rum collection, Kaibo is one of the top restaurants on the island for a reason.

Enjoy an unforgettable dinner at the Upstairs Restaurant at Kaibo.

Other notable restaurants recommended for dine-arounds on the island would be Cracked Conch and Luca. At Cracked Conch, prepare to see a sunset as you have never seen before, all the while savoring fresh, local seafood. Luca puts a spin on the local Caribbean fare with a unique Italian flare.


Are you ready to plan the most sophisticated Caribbean incentive trip your guests have participated in? Let Brightspot be your guide to paradise for your next incentive travel program. Check out our incentive travel page for more bright ideas on how to make your next incentive trip the best one yet!

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Allie Scott

Author Allie Scott

Program Manager | Expertise in European travel and intrigued by social media and its influence on the meetings and incentives industries.

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