This 11-day golf, touring, and sailing journey explores the Caribbean, featuring the Dominican Republic, Norman Island in the British Virgin Islands, Anguilla, Nevis, and Barbados aboard the privately chartered Sea Cloud II. Guests begin in Punta Cana before sailing across the Caribbean, combining island golf, cultural exploration, pristine beaches, snorkeling, local cuisine, and the ease of traveling by private sailing yacht.

Golfers can look forward to courses such as Punta Espada Golf Club, Corales Golf Club, Casa de Campo – Teeth of the Dog, Aurora Anguilla Resort & Golf Club, Four Seasons Resort Nevis, and Royal Westmoreland Golf Club. The lineup features several of the Caribbean’s most celebrated courses, including Punta Espada, ranked #41 in the world by Golf Digest; Teeth of the Dog, ranked #54 in the world; and coastal layouts shaped by renowned architects including Jack Nicklaus, Tom Fazio, Pete Dye, Greg Norman, and Robert Trent Jones Jr.

Accommodations on this journey combine the luxury of a five-star Caribbean resort with the charm and intimacy of life aboard a classic sailing yacht. Guests stay at The St. Regis Cap Cana Resort in Punta Cana before embarking aboard the Sea Cloud II, an elegant sailing yacht that serves as their home throughout the cruise. Together, they create a seamless travel experience that blends comfort, service, and island exploration.

Sea Cloud II offers the intimate feel of a private sailing yacht with the comfort and service of a luxury ship. Privately chartered for Kalos Golf guests, the vessel accommodates only 94 guests in 47 cabins, each with a marble bathroom, and is served by a crew of 60. Guests can enjoy elegant dining, expansive deck space, refined staterooms and suites, the pleasure of traveling under sail, and a relaxed onboard atmosphere as the ship moves through the Caribbean.

This itinerary combines top Caribbean golf with the relaxed rhythm of a private sailing cruise. Rather than staying at one island resort, guests travel from the Dominican Republic to the British Virgin Islands, Anguilla, Nevis, and Barbados, with time for golf, cultural tours, beach experiences, snorkeling, sailing, regional cuisine, and island exploration. The cruise format allows guests to experience several distinct Caribbean destinations while returning to the comfort of Sea Cloud II between ports.

Guests can choose from three ways to experience the journey: Golf, Golf Select, and Touring. Golf includes the full golf program, complemented by select touring experiences throughout the journey. Golf Select combines a selection of featured rounds with additional touring opportunities, and Touring is designed for guests who prefer to focus primarily on the Caribbean’s culture, cuisine, history, beaches, and scenic highlights. Whether you prefer to spend your days on the fairways, enjoy a balance of golf and island discovery, or immerse yourself daily in the destination’s local experiences, there is an option tailored to your interests.

Yes. This itinerary works well for non-golfing spouses, guests, couples, and groups. While golfers are on the course, touring guests enjoy a diverse program highlighting the culture, cuisine, beaches, gardens, and history of the Caribbean. Touring experiences can include a Dominican cultural tour, Altos de Chavón, Norman Island and Pirate’s Bay Beach Club, an Anguilla island tour, a Nevis island tour, the Alexander Hamilton Museum, and visits to Historic Bridgetown and Hunte’s Gardens in Barbados. The Golf Select and Touring options provide added flexibility, and guests can choose the level of golf and cultural exploration that best aligns with their interests.

The tour includes accommodations at The St. Regis Cap Cana Resort and aboard Sea Cloud II, scheduled golf or touring based on the guest’s selected program, guided cultural experiences, all onboard dining and hospitality, ground transfers for included activities, golf bag handling, and daily coordination throughout the itinerary. Pricing starts at $13,895 per person for Golf, $12,895 per person for Golf Select, and $10,895 per person for Touring. Complete pricing and full trip details are available by downloading or requesting the brochure or by contacting Kalos Golf directly.