Key West Holidays

Take your romantic Key West getaway to the next level with candlelit dinners, ocean views and couples massages. Expedia’s Key West romantic holiday packages are perfect for lovebirds looking to spice things up. Pop open a bottle of champagne in the hot tubs at Pier House Resort & Spa near Mallory Square or share a poolside cabana at Southernmost Beach Resort.

Take your romantic holidays in Key West to the next level with a photo shoot at your resort or the beach or a Key West marriage proposal package. Get inspired with our guide on things to do in Key West and add some loved-up activities to your Key West package deal today.

When looking for Key West holiday packages, choosing the right place to stay is important. Whether you want a sun-packed stay or a history-packed holiday, this iconic island city has plenty of options on offer. Here’s a breakdown of where to stay for your Key West trip:

•       Key West Historic District: You can enjoy the central location, buzzing streets and historical landmarks in this popular suburb. Topped with shopping, nightlife and restaurants, this is an ideal place to stay for those looking for convenience.
•       Duval Street: Jam-packed with retail stores, nightlife, live music venues and restaurants, this is the ultimate spot to let loose on your Key West holiday.
•       Historic Seaport: The picturesque marina is a top choice for art lovers, foodies and water sports fanatics.
•       Bahama Village: This part of Key West is dotted with dazzling architecture, colourful homes and open-air restaurants.
•       New Town: Laid-back New Town offers fewer crowds, making it one of the most tranquil holiday places in Key West.

Whether you’re into sightseeing, sunbathing or savouring flavour-packed cuisine, there are many things to do in Key West. Here’s a taste of what’s on offer:

•       History: Add the Ernest Hemingway Home and Museum, Harry S. Truman Little White House and Dry Tortugas National Park to your Key West travel bucket list.
•       Beaches: Soak up the sun from Smathers Beach, South Beach and Higgs Beach.
•       Entertainment: Watch the street performers in Mallory Square and let loose on a pub crawl or a cocktail crawl.
•       Family-Friendly: Keep the whole family happy at attractions like the Key West Shipwreck Museum and Key West Aquarium.
•       Sports Activities: Get adventurous on this Snorkel Adventure, try parasailing or hopping on a Key West Mangrove Kayak Eco Tour.

Expedia’s cheap holiday packages to Key West allow you to see more, save more and stress less! You can save just by bundling your airfare and accommodation. Plus, by adding car rental, activities, tours and more, you can organise everything all in one place. Booking our Key West package deals is simple and straightforward. Simply enter your departure destination and desired travel dates. Then, use our filters to find cheap hotels in Key West.

*Prices and availability are subject to change. Additional terms apply.

**Savings based on all package bookings with Flight + Hotel made on Expedia from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.