Visit our 25th anniversary page for more impactful stories and videos from our alumni.
Visit our 25th anniversary page for more impactful stories and videos from our alumni.
• 2 Garden View Rooms for 3 Nights
up to two golfers per room
• Golf for 4 players, including carts on:
1 Round: Pebble Beach Golf Links (#1 Golf Digest U.S. Public Courses)
1 Round: Spyglass Hill Golf Course (#13 Golf Digest U.S. Public Courses)
1 Round: The Links at Spanish Bay (#56 Golf Digest U.S. Public Courses)
• Package must be selected within 30 days of the Raffle end date
• The package is valid from August 27, 2025 – August 27, 2026
***Spanish Bay will be closed from March of 2026 through April of 2027
should your trip take place during the closure, funds associated with that round
can be applied to dining, retails purchases, the Spa or additional rounds of golf
Black out dates include the week of the AT&T Pro-Am, Pure Insurance, Concours week and other times at the course and resorts discretion.
• Travel Package Stipend: $3,000
Your St. Martin experience includes 5 nights for up to 6 guests in a stunning ocean-view villa.
Bask in St. Martin’s opulent style with a five-night stay for six in a luxury villa overlooking the ocean above Orient Bay.
Soak up stunning bay vistas from the sparkling waters of your private pool or drive to the sun-kissed beaches minutes away.
Savor rich Caribbean flavors with a four-course gourmet dinner included, prepared in-villa by your private chef.
Live the luxury of simplicity with a five-night stay for up to six guests in a stunning modern villa near Playa Tamarindo with daily housekeeping.
Experience seamless open-air living with sliding glass doors leading to a spacious terrace with dramatic central pool.
Enjoy private beach access and membership to Langosta Beach Club, breakfast preparation, and a two-hour private surf lesson included for all guests.
Experience a feeling of total escape with a 5-night stay in a luxury modern villa in Tamarindo – part of the Paradise Found collection.
Bedroom configuration:
Step into a picture-perfect oasis with a five-night stay for up to eight guests in a luxurious villa overlooking the Pacific in Puerto Vallarta.
Embrace the art of open-air living with a spacious terrace and heated infinity pool offering breathtaking ocean views.
Discover the secluded sands of Hidden Beach with a five-hour sailing tour of the Marietas Islands included for all guests.
Your Puerto Vallarta experience includes 5 nights for up to 8 guests in a luxurious ocean view villa – part of the Paradise Found collection.
Bedroom configuration:
St. Martins Sands
Enjoy the lively yet laid-back feel of St. Martin, with a five-night stay for six guests in a luxury ocean view villa.
Discover the best of island life with a half-day sailing charter included and optional in-villa massages to add-on.
Relax in your villa’s private pool, tucked amidst the lush tropics of the exclusive Terres Basses community.
Your St. Martin experience includes 5 nights for up to 6 guests in a stylish ocean-view villa in exclusive Terres Basses.
Bedroom configuration:
Whitefish, Montana
Follow your wanderlust to Whitefish for a breathtaking alpine retreat in a luxury modern penthouse.
Unwind by the crackling central fireplace or soak up panoramic alpine views from your private hot tub.
Hit the slopes of Whitefish Resort minutes away or discover endless alpine adventures in Glacier National Park.
Your Whitefish experience includes 4 nights for up to 6 guests in a luxury penthouse apartment in Montana.
Bedroom configuration:
Discover the magical region of Piedmont with a breathtaking retreat to a newly renovated Italian villa in the Roero hills.
Reach new heights of relaxation with an in-house spa, Jacuzzi, Finnish sauna, and panoramic-view infinity pool.
Embrace Piedmont’s esteemed Epicurean flair with an in-villa wine tasting, case of local wine, and pre-stocking included.
Your Piedmont experience includes 5 nights for up to 6 guests in a newly renovated contemporary villa in Italy’s Roero hills.
Old-world charm and luxurious design abound across your villa’s two meticulously curated floors. Soak up sweeping vistas from the elegant living room or savor world-famous local delicacies in the inviting kitchen and dining area, seating eight. Three en-suite double bedrooms promise serenity from dusk until dawn.
Bedroom configuration:
Embark on an unforgettable angling adventure with a sportfishing getaway to an ocean-view apartment in Cabo.
Embrace upscale amenities in a gated community, including residents’ clubhouse, infinity swimming pool, and gym.
Go for a Grand Slam with two full days of sportfishing included, as well as breakfast, lunch, and beers.
Your Cabo San Lucas experience includes 7 nights for up to 6 guests in a sleek ocean-view apartment minutes from the beach.
Bedroom configuration:
Valid from Early, Spring & Mid Seasons (May 8 – June 26, 2026) as well as our Mid & Fall Seasons (Sept. 14 – Oct. 24).
Cabot 4 Bedroom Home (Villa, Cliffs Residence or Dunes Cottage based on availability) 3 nights
2 Rounds for 4 players on The Links
1 Round for 4 players on The Cliffs
1 Round for 4 players on The Nest
Indulge in unparalleled oceanfront luxury with a retreat to a breathtaking designer villa minutes from the beach.
Embrace sun-kissed living with a private infinity pool, daily housekeeping, and living spaces bathed in ocean views.
Indulge in VIP amenities including chef services, private beach and beach club access, and residents’ tennis courts.
Your Zihuatanejo experience includes 5 nights for 10 guests in a luxurious oceanfront villa minutes from the beach.
Bedroom configuration:
Golf Cart World – St. Augustine
4-Seater Custom Golf Cart
Available in various colors
Customizable features and add-ons available
all items will be mutually agreed upon between winning raffle winner and ownership at Golf Cart World – St. Augustine
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Drift into an island dream with a 5-night stay for up to 6 guests in a luxury oceanfront villa in Virgin Gorda
Bedroom configuration:
Details
$15,000 Cash Details