No matter when you stroll Duval Street, expect to encounter a festive, let-your-hair-down atmosphere, along with a wide selection of restaurants, bars, and nightlife hotspots. As the main thoroughfare of Key West, it's packed with historic haunts and intriguing holes-in-the-wall, as well as unique shops, galleries, and people-watching. Don't miss Sloppy Joe's Bar, a favorite hangout of the great American writer Ernest Hemingway, who lived in Key West from 1931 to 1939.

To experience Duval Street at its most exhilarating, visit Key West during Fantasy Fest, a 10-day street event with extravagant costumes, parades, and unfettered revelry that takes place in late October.

Mallory Square, located at the western end of Duval Street, is  famous for a Key West tradition: watching the amazing Technicolor sunsets. But another attraction draws equal attention each evening. Watch street performers, musicians, and acrobats perform highly specialized, sometimes mind-boggling acts from sword swallowing to juggling on a high wire. One notable long-term act even incorporates a herd of very impressive cats – but not the ones from this next attraction.

The Hemingway House & Museum is an indoor-outdoor, only-in-Key-West attraction with guided tours offered every 15 minutes. While Hemingway's home is an interesting piece of history, the star attraction for many visitors is its colony of about 60 polydactyl (six-toed) cats, many of them descendants of Hemingway's own feline, Snow White.

Not surprisingly, there's a lot of great Key lime pie. Though the ingredients are few, the variations are many, in terms of crust, toppings, and sweet-to-sour ratio. A few of the most popular are found at Key Lime Pie Bakery, Key West Key Lime Pie Co., and Kermit's Key West Key Lime Shoppe. One common — and highly recommended — variation is a frozen, dark chocolate-dipped slice on a stick.

Get out on the water for the full Key West experience. This small island sits near the equator, smack dab in the middle of some of the most clear-blue water in the country. Key West is perfect for snorkeling, diving, boating, and sailing. There are plenty of charters and tours available too. You’ll find everything from excursions to explore North America’s only living coral barrier reef to breathtaking sunset sails.

Come to Key West and choose from three Hyatt Vacation Club^® resorts. Wherever you stay, you’ll be in the heart of Florida’s atmosphere, pulsing with culture, excitement, and entertainment.

Rediscover the power of vacations at this beautiful resort conveniently located in the heart of it all. Take a walk to mile-long Smathers Beach or snap an obligatory social media photo in at the nearby Southernmost Point landmark buoy. Explore the island by bicycle, kayak, paddleboard, or sailboat . And when you’re ready to relax with the family, Windward Pointe will rise to the occasion with amenities and activities^** for everyone.

Join our Around the Town Scavenger Hunt, explore one of the island’s famous beaches on a guided walk to collect sea glass, engage in poolside games with live music, or express your creativity by painting a canvas art keepsake.

Take a dip in the infinity-edge pool surrounded by lush tropical foliage, unwind in the hot tub, or hit the beach and bask in warm sea breezes.

Have a poolside lunch or dinner at Abbey Road Snack Shack (operated by a third party) or gather your party for a cookout around the grills.

Unwind with a delightful book in a shaded hammock overlooking the ocean, head to the beach for a friendly volleyball game, or play shuffleboard.

Situated on Key West’s northeastern corner, where the Gulf of Mexico meets the crystal waters of the Atlantic Ocean, you’ll find villas with all the comforts of a personal beach house. You’re also close to the 200-acre Key West Golf Club with its 18-hole par-70 course.

Join our Around the Town Scavenger Hunt, take part in a locally focused Daily Ritual, or participate in a Giving Back activity to show your appreciation to this warm and welcoming community. Get creative with coconut painting or take part in a ghost tour. 

Take an invigorating dip in the zero-entry lagoon pool with its breathtaking views. Afterward, get comfortable, soothe your muscles, and unwind in the hot tub. 

Grab a bite at Jimmy’s Ocean Blue Tiki Bar (operated by a third party), serving burgers, sandwiches, tacos, wings, salads, and more. Or gather the family and cook out on the grill. You’ll see for yourself — al fresco meals in Key West just taste better.

Cast a line off the fishing pier, rent a kayak and use the dock for your water adventures, or lounge on the sand under azure skies. 

Imbibe the relaxed Key West lifestyle from a coveted location in the heart of Old Town. Perfectly situated on the western side of the island, this gracious retreat overlooks the Gulf of Mexico, with magnificent water views.

Join our Around the Town Scavenger Hunt, enjoy a lively evening beginning with the sunset at Mallory Square celebration, or let your creative side out with canvas painting.

Take a refreshing dip in the picture-perfect pool, surrounded by majestic palms. Afterward, get comfortable, soothe your muscles, and unwind in the hot tub. 

Get the party together at the grill and have a cookout. Then get your game on with cornhole, ring toss, and Jenga®. Games are available at the front desk. 

You’ll be close to Key West favorites like fishing, sailing, biking, and hanging out at the beach. Later, relax by the fire pit and share vacation stories. Don’t forget the s’mores! 

A subtropical paradise, year-round sunshine, a unique blend of history, architecture, climate, and iconic romantic appeal — enjoyed from one of the distinctive Key West Hyatt Vacation Club resorts.

^* No inquiry has been made into the off-site locations, activities, services, or events, or the qualifications, safety, or quality of the off-site locations, activities, services, or events, and WHV Resort Group, Inc. and HV Global Group, Inc. (collectively, “HVC”) make no warranty, express or implied, as to the condition, capacity, performance, or any other aspect of such off-site locations, activities, events, or service providers listed herein. Do not consider this an endorsement of or recommendation for any of the off-site locations, activities, services, events, or providers. Neither WHV Resort Group, Inc. nor HV Global Group, Inc. assumes liability for attendance at, or visits to, any off-site locations, or the products, activities, or services furnished by independent service providers. Additional fees and costs may apply. Activities and events are subject to change. Some activities or events may require the participant to be in good health and have a certain level of skill.

^** Availability of activities and amenities may vary and is subject to change without notice. A reservation, fee, and/or waiver may be required for some activities and amenities.