View our Accessibility Statement Skip to main content

Key West vacations

Life moves at its own pace in Key West. Home to beautiful beaches, sport fishing, and diverse culture, Key West has been inspiring visitors for years. 
Life moves at its own pace in Key West. Home to beautiful beaches, sport fishing, and diverse culture, Key West has been inspiring visitors for years. 
Traveling with an infant?
Question Mark Icon
From large beach resorts with luxury amenities to laid-back boutique hotels, you can find a variety of accommodations to meet your budget and style for your Key West vacation. If you want to be in the middle of it all, choose a Key West hotel in Old Town near the main drag of Duval Street because its close proximity to all the attractions and busy nightlife. Or, opt for a more relaxing secluded Key West resort that focuses on the natural beauty and ecotourism opportunities of the surrounding tropical paradise of the Keys.

Key West deals

Key West deals

Traveling between
and
Traveling between
Filter your search
Filter your search
Filter your search
All-inclusive only
Traveling between
and
Traveling between
Hotel class
Number of nights
-
up to
$
Enter atleast $0
Sort by
All-inclusive only
-
up to
$
Enter atleast $0
Hotel class
Number of nights
Not seeing deals? Modify your travel preferences, change your destination, or select new dates.

Here are a few of our most popular Key West resorts:

  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Barbary Beach House Key West

    Combining distinctive island flavor with a fun atmosphere.

  • TripAdvisor traveler rating
    based on TripAdvisor reviews
    Ocean Key Resort & Spa

    Conveniently located where the Gulf of Mexico meets the Atlantic Ocean.

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Key West via Fort Lauderdale

    Hyatt Centric Key West Resort and Spa

    Encounter picturesque views and upscale Floridian touches.

Things to do in Key West, FL

  • Old Town Trolley

    Old Town Trolley

    Provided by Historic Tours of America
  • The Ernest Hemingway Home and Museum

    The Ernest Hemingway Home and Museum Tour

    Provided by Hemingway Home and Museum
  • Glass-Bottom Boat Tour

    Key West Glass-Bottom Boat Tour

    See the only living coral barrier reef in the continental United States on this two-hour glass-bottom boat tour from Key West! As you relax on the cruise, look down below your feet to see the reef, which is teeming with tropical fish, hard and soft corals, sponges, snails, jellyfish, anemones, crabs, lobsters, rays, sea turtles, nurse sharks and other sea life.
  • Couple Enjoying Snorkel Adventure

    Key West Living Coral Reef Snorkel Adventure

    Set sail on a spacious catamaran and head out to explore North America’s only living coral reef. With instructions from our professional crew, you’ll descend a stairway to the sea and encounter the coral reef and a multitude of sea life.

Here are a few favorites:

  • Enjoy life at sea with snorkeling, sailing, kayaking and paddle boarding tours
  • Check out local watering holes on a pub crawl
  • See the island at night on a sunset cruise
  • Take out a fishing charter to catch exotic marine life

No matter what you’re interests are, you can always find a spot at a world-renowned Key West beach. Experience the full Key West vacation package by booking with Southwest Vacations® today.

Additional information on Key West activities:

Key West exudes character with its quirky charm, natural island beauty, and rich history. Located at the southernmost tip of Florida, a Key West vacation is a true getaway and feels like a Caribbean vacation. It’s a popular destination for a variety of travelers–from families and fishermen to beachgoers and partiers, Key West is sure to keep everyone entertained.

A Key West vacation package offers many activities to choose from including boating, cruises, ecotourism, excursions, scuba diving, snorkeling, and more. The Dry Tortugas National Park is a draw for visitors looking to experience the wilderness of Key West. History and culture buffs will enjoy Fort Jefferson, one of the oldest coastal forts in the United States. Other must-see Key West attractions include the Ernest Hemingway Home and Museum, the Key West Aquarium, and the fascinating Dolphin Research Center.

Scuba diving and snorkeling in Key West is one of the area’s most popular activities. Known as an excellent dive destination, make sure your Key West vacation package includes a tour of the beautiful underwater world of Key West. You can explore colorful coral reefs that are home to many species of tropical fish, explore sunken shipwrecks, or try an exciting night dive where you can experience Key West nightlife underwater.

You can also explore the breathtaking natural beauty and exotic wildlife. With an ecotourism Key West vacation, you uncover scenic treasures hidden under the waves through glass bottom boat tours of the reef system. Popular Key West eco-excursions include cruises along the island where guests can encounter dolphins, manatees, and many other species of wildlife. Eco-tours make for a great addition to any Key West vacation package from Southwest Vacations.

Please note: flight service for Key West vacations is into Ft. Lauderdale.

Key West Vacation FAQ