Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West

per person

7 Oct - 10 Oct

found 20 hours ago

Return direct flight included

New York (JFK) to Key West (EYW)

9.6/10 Exceptional! (1,024 reviews)

We enjoyed our stay very much and will be staying here again in the near future. Everything about it was very nice with beautiful views of the property.

Reviewed on 4 Aug 2025

Orchid Key Inn - Adults Only

Old Town Key West

per person

7 Oct - 10 Oct

found 20 hours ago

Return direct flight included

New York (JFK) to Key West (EYW)

9.8/10 Exceptional! (1,011 reviews)

This hotel is small and intimate. Everything was super clean and comfortable. Staff was nice. Very relaxing atmosphere. I would stay here again.

Reviewed on 6 Aug 2025

Almond Tree Inn Hotel - Adults Only

Old Town Key West

per person

7 Oct - 10 Oct

found 20 hours ago

Return direct flight included

New York (JFK) to Key West (EYW)

10/10 Exceptional! (1,009 reviews)

The ambiance, rooms n staff were excellent! Would love to go back!

Reviewed on 6 Aug 2025

Tours & day trips

See all 157 activities

Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

History & culture

See all 54 activities

Key West Day Trip & Glass Bottom-Boat Tour from Miami

Free cancellation available

Wildlife & nature

See all 49 activities

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Free cancellation available

Private & custom tours

See all 35 activities

Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

Free cancellation available

Adventure & outdoor

See all 18 activities

Key West Half-Day Fishing Charter

Free cancellation available

Popular places to visit

San Carlos Institute - Casa Cuba

You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.

Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Oldest House Museum and Garden

With its period décor and vintage documents, South Florida’s oldest house provides an impression of life in the Florida Keys archipelago in the 19th century

Harry S. Truman Little White House

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

Curry Mansion Museum

You can spend an afternoon browsing the exhibits at Curry Mansion Museum during your travels in Key West. Stroll along the area's seaside or experience its lively festivals.