Just minutes from your villa at Hyatt Vacation Club® at Windward Pointe, discover the vibrant mix of attractions Key West offers, fom sunset celebrations to seaside adventures. Explore the iconic Southernmost Point, stroll the lively streets of Old Town or unwind on the sandy shores of Smathers Beach. Whether you're diving into local history, savoring fresh seafood or soaking up the island’s laid-back vibe, unforgettable experiences await around every corner.

Nearby Attractions

Relax and reconnect with family at Hyatt Vacation Club. Register by March 22, 2026, to earn 3,000 Bonus Points per night, up to a maximum of 30,000 Bonus Points, on qualifying stays completed between November 2, 2025, and March 29, 2026. Terms apply.
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Q4 2025 HVC 3,000 Pts

Register to earn 3K Bonus Points per night

Visit Hyatt Vacation Club at Windward Pointe in Key West and get the fourth night free when you stay four consecutive nights. Enjoy unique amenities while relaxing in condo-style accommodations featuring full kitchens. Relax in the infinity-edge pool while enjoying ocean views.

Another Day in Paradise

Property:events-and-attractions

Captain Conch Charters

At nearby Western Dry Rocks, divers will love seeing the Aquanaut, a tugboat that sank in 75 feet of water near the Gulf Stream.

Western Dry Rocks

Key West Golf Club

Enjoy our outdoor billiards table, table tennis, foosball table, and shuffleboard table.

Outdoor Leisure Games

Barbecue grills are available for use by resort guests.

Barbecue Grills

This "historical museum" tells the story of piracy in the Florida Keys, just one block from the resort.

Key West Shipwreck Museum

Dolphin Safari Charters

Bicycle rentals

Enjoy the Heritage House Museum and Robert Frost Cottage just half a mile from our resort.

Heritage House Museum and Robert Frost Cottage

Jet ski, dolphin plus snorkel, sunset sail

Barefoot Billy’s Watersports

Sebago Watersports

Yankee Freedom III Dry Tortugas National Park Ferry

Island Safari Rental Inc.

Key West Eco Tours

Danger Charters

Fish Key West Florida Charters

Papa’s Pilar Rum Distillery

Haunted Key West Tours

With the longest living coral reef in the western hemisphere, the Keys are a diver's paradise. The most popular dive spot off Key West is Sand Key, where you can see rock fingers, gullies with fire, elkhorn and staghorn coral, rays, sea turtles and more than 600 varieties of colorful fish.

Sand Key

Key West Art and Historical Society

Old Town Trolley Tours

Bask beside the resort’s own negative-edge pool, which gives the illusion of floating on the open sea, and enjoy the outdoor hot tub. No lifeguard on duty. Hours: 8 a.m. to 10 p.m.