Skip to content

Search vacations and save

Now accepting reservations through March 8, 2017.

Traveling with an infant?


Just a moment as we search for your

Searching for your vacation.

Key West

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. Literary giants Earnest Hemingway and Tennessee Williams called this Florida destination home, and its been a favorite vacation spot for several US Presidents. Want to take up scuba diving? There is no better place for novice and advanced divers than Key West.

  • Deals, hotels, and activities
  • Destination information

Featured Key West hotels

These are just a few of our available hotels in Key West, we have many more available! Perform a search to see all the options Southwest Vacations® has to offer.

Featured things to do

Here are just a handful of activities available. We have tons more! You can add these and many others to your vacation package during the booking process.

Key West, FL

Key West

Escape to a tropical island paradise with a Key West, Florida vacation package, plus vags fly free with Southwest Vacations! Include flight, hotel, and car rental as well as tickets to popular Key West, Florida activities, attractions, and tours. Book an adventure, beach, diving, family, golf, or spa Key West, Florida vacation package today!

Key West activities, attractions, and tours

A Key West, Florida vacation package offers plenty of opportunities for boating, cruises, ecotourism, excursions, scuba diving, snorkeling, and more. The Dry Tortugas National Park is a draw for those visitors looking to experience Key West, Florida's wilderness. History and culture buffs will enjoy Fort Jefferson - one of the oldest coastal forts in the United States. Be sure to see other great attractions like the Ernest Hemingway Home and Museum, the Key West, Florida Aquarium, and the fascinating Dolphin Research Center. Book a Key West, Florida vacation package with Southwest Vacations today!

Scuba diving in Key West, Florida: Dive into mysterious underwater worlds with a Key West, Florida vacation package. Guests can set-up guided underwater tours in Key West, Florida to explore beautiful coral reefs and sunken shipwrecks. The reefs are home to many species of tropical fish and sea creatures. Exciting night dives are available to guests who wish to observe the nightlife on the reef. Discover these fascinating underwater worlds with a Key West, Florida vacation package from Southwest Vacations!

Ecotourism in Key West, Florida: Experience breathtaking natural beauty and exotic wildlife with a Key West, Florida vacation package. Discover Key West, Florida's scenic treasures hidden under the waves through glass bottom boat tours of the reef system. Popular Key West, Florida excursions include cruises along the island where guests can encounter dolphins, manatees, and many other species of wildlife. Visitors can schedule these guided land and underwater eco-tours in Key West, Florida. Book a Key West, Florida vacation package from Southwest Vacations today!

Discover the benefits of booking with Southwest Vacations.


First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag.

Learn about Southwest Vacations' travel protection. Be protected from the unexpected. Learn about bags fly free.  Applies to your first and second checked bags. Weight and size limits apply. Sign up for exclusive offers, get deals and special offers delivered directly to your inbox.