Key West Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Key West Holiday
Lock in a Key West holiday package and focus on what counts — enjoying yourself. There's no more travel planning headaches, just a lot more free time to savour what's special about this captivating city, such as its beaches and relaxed vibe. If a sightseeing tour is on the agenda during your trip to Key West, look around well-known attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Whoever you're taking a break with and whatever you plan to spend, your dream Key West holiday is just clicks away with Expedia.
Our guide on where to stay in Key West
Old Town Key West
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Key West Holiday
Key West Luxury Holiday Packages
Dabble in the finer things in life and get pampered with a luxury Key West package! Spoil yourself with our luxury Key West holiday packages and enjoy poolside cocktails, world-class dining and relaxing spa treatments. Dig your toes in the sand at Casa Marina Key West, Curio Collection by Hilton or go swimming in the year-round pool at Hyatt Centric Key West Resort & Spa.
Romantic Holiday Packages in Key West
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.
Where to Stay in Key West
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.
Top Things to Do
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.
Top Things to Do
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.
How to Find Cheap Package Deals
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.
Where to Stay in Key West
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.
Romantic Holiday Packages in Key West
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.
Key West Luxury Holiday Packages
Dabble in the finer things in life and get pampered with a luxury Key West package! Spoil yourself with our luxury Key West holiday packages and enjoy poolside cocktails, world-class dining and relaxing spa treatments. Dig your toes in the sand at Casa Marina Key West, Curio Collection by Hilton or go swimming in the year-round pool at Hyatt Centric Key West Resort & Spa.
How to Find Cheap Package Deals
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.
Key West Beach Holiday
Unwind on the shore while you watch the sunlight glistening across the water during your Key West holiday. If you're hoping for an unforgettable beach experience, a trip to Key West will definitely deliver. There's a good chance you've heard of Smathers Beach (3 kilometres away). We suggest staying in accommodation close by. However, many sightseers also opt for Key West packages that are closer to South Beach or Boca Chica Nude Beach, two other excellent nearby options.
Things You Should Know About Key West
- Escape the daily grind at one of our Key West beach hotels. The sweet sound of lapping water and seagulls cawing far above are just a couple of clicks away.
- If you're searching for lots of room to spread out and relax, Key West private holiday homes are a great choice. After a much-needed family getaway or a few nights escape with that special someone? Grand Maloney Hotel and The Capitana Key West will fit the bill.
- With a population of approximately 25,800 inches Key West, you're sure to find some friendly locals who are happy to share their sightseeing tips. For more handy hints, check out our Key West things to do page.
Key West Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Population | 25,800 |
Max Temp Winter | 24ºC |
Max Temp Summer | 29ºC |
Top Sights | Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park |
Our pick of the best Key West Hotel Deals
Blue Flamingo Resort Key West
The property was great, but the front desk did not communicate properly regarding the credits or benefits. Also, there is always a rush so they need more staffs to assist.
Reviewed on 20 Nov 2025
Hilton Garden Inn Key West / The Keys Collection
Parking was easy
Reviewed on 21 Nov 2025
Beachside Resort & Residences
The facility itself it was very nice. The shuttle to downtown was really nice. As far as our room, it wasnt great. We had ants on the kitchen counter, when we opened the sliding glass door the latch fell out, when you turn the cold water tap on in the master bath the hot water tap leaked like crazy, ...
Reviewed on 20 Nov 2025
Discover the most popular places to visit in Key West
Mallory Square
Enjoy the Sunset Celebration, a nightly festival with street performers and market stalls, as you watch the sun sink into the Gulf of Mexico from this town square.
Southernmost Point
Snap a memorable photograph from the edge of North America at this monumental landmark.
Smathers Beach
Relax or join the party at Key West’s most popular beach, where water sports, volleyball and seafood vendors make it the perfect place to spend the weekend.
What to do in Key West
Miami to Key West Day Trip with Activity Options
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Explore a world of travel with Expedia
Lodging
- Luxury Hotels in Bahama Village
- Casa Marina Hotels
- Monroe County Hotels
- Beach Hotels in Downtown Key West
- Business Hotels in Downtown Key West
- Family Hotels in Downtown Key West
- Historic Hotels in Downtown Key West
- Hotels with Parking in Downtown Key West
- Luxury Hotels in Downtown Key West
- Dredgers Key Hotels
- Hotels near Duval Street
- Hotels near Ernest Hemingway Home and Museum
- Fleming Key Hotels
- Hotels near Fort East Martello Museum and Gallery
- Hotels near Fort Zachary Taylor Historic State Park
- Historic Hotels in Historic Seaport
- All Inclusive Hotels in Key West Historic District
- Cheap Hotels in Key West Historic District
- Family Hotels in Key West Historic District
- Key West Historic District Hotels
- Hotels near Key West Historic Seaport
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Midtown Hotels
- New Town Hotels
- Adults Only Hotels in Old Town Key West
- Beach Hotels in Old Town Key West
- Cheap Hotels in Old Town Key West
- Historic Hotels in Old Town Key West
- Luxury Hotels in Old Town Key West
- Old Town Key West Hotels
- Hotels near Smathers Beach
- Hotels near Southernmost Point
- Hotels near Studios of Key West
- Boutique Hotels in Sunset Key
- Luxury Hotels in Sunset Key
- The Meadows Hotels
- Cheap Hotels in Truman Annex
- Truman Annex Hotels
Flights
- Flights to Dredgers Key
- Flights from Key West Intl.
- Flights from Albany (ALB) to Key West (EYW)
- Flights from Boca Raton (BCT) to Key West (EYW)
- Flights from Cancun (CUN) to Key West (EYW)
- Flights from Dallas (DAL) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from Destin (DSI) to Key West (EYW)
- Flights from Newark Liberty Intl. Airport (EWR) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Genoa (GOA) to Key West (EYW)
- Flights from Greenville (GSP) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Kingston (KIN) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from London (LHR) to Key West (EYW)
- Flights from Montego Bay (MBJ) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Melbourne (MEL) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Melbourne (MLB) to Key West (EYW)
- Flights from Smyrna (MQY) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from Perth (PER) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from San Francisco (SFO) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Sydney (SYD) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
Packages
- Anne's Beach
- Blue Waters Holidays
- Caribbean Club Bar
- Cow Key Holidays
- Visit Dredgers Key
- Dry Tortugas National Park
- Ernest F. Coe Visitor Center
- Everglades National Park
- Flamingo Visitor Center
- Florida Keys Dive Center
- Fort East Martello Museum and Gallery
- Fort Jefferson
- Fort Jefferson Visitor Center
- Fort Zachary Taylor Historic State Park
- Founders Park
- Hm69 Nike Missile Base
- Islamorada Holidays
- Key Largo Holidays
- Key West Butterfly and Nature Conservatory
- Marathon Holidays
- Marco Island Holidays
- Robbie's
- Sands Holidays
- Seven Mile Bridge
- Smathers Beach
- Sombrero Beach
- Southernmost Point
