The Playmakers
Cup
Caribbean 2027
Exclusive VIP
Guest Package
Join an elite roster of NFL Alumni for an unprecedented week blending luxury travel, championship golf, and high-stakes entertainment.
Cruise Itinerary & Event Schedule
An unforgettable week aboard the MSC World America navigating the Eastern Caribbean and Bahamas.
Welcome Reception & NFL Alumni Team Draft
Kick off the week at sea with NFL legends, cocktails, introductions and the official team draft.
Cruising the Atlantic
Explore MSC World America, network with guests, and relax in luxury.
Pinseekers Golf Clinic & Practice Round
Tournament preparation, instruction and on-course strategy. Led by Billy Belair.
THE Playmakers Cup Golf Tournament
Championship tournament round in Puerto Rico, hosted by the Pinseekers team.
VIP Gambling Event or Tournament
High-energy onboard casino event with slot tournaments, poker tournaments, and more!
The Playmakers Group Dinner
An exclusive gala dining experience with NFL Alumni stars and guests.
Private Island Paradise
Unwind with pristine beaches, turquoise waters, and final celebration drinks.
Arrive back in Miami, FL
Early morning arrival to close out an unforgettable week.
Request More Information
With only 27 guest spots available, availability is highly limited. Submit your details below and our concierge will reach out.
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