Key West Trips (flight + hotel)

Where to stay in Key West

Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West
A large red brick building with arched windows and a prominent entrance.

Old Town Key West

4 out of top 10 points of interest in this area

If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.

Find hotels in Old Town Key West

Things to do in and around Key West

Shopping

In Key West, you can shop at We Cycle Key West and The Kite House for unique gifts and souvenirs. If you're up for a drive, visit the Big Pine Key Flea Market, located 46.7km away, where you'll find a lively atmosphere and a variety of local goods.

Recreation

Relax at the MLK Community Pool, enjoying family-friendly outdoor swimming in a vibrant atmosphere. Unwind at Key West Golf Club, where you can play a round of golf amidst beautiful landscapes. Experience culture and entertainment at the Red Barn Theater, perfect for a romantic evening or family outing.

Adventure

Experience the thrill of snorkelling in the vibrant coral reefs of Dry Tortugas, paddleboarding through the mangroves, and exploring the underwater world on a scuba diving adventure. For land activities, try a sunset kayak tour or cycle along the scenic shoreline of the island.

Nightlife

Key West's nightlife buzzes with vibrant energy. Visit the iconic Duval Street for lively bars like Sloppy Joe's, where you can enjoy live music and fruity cocktails. For a more laid-back vibe, head to the Sunset Pier, offering stunning views and a relaxed atmosphere by the water.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Key West

Key West is an ideal destination for family vacations and business trips, offering a blend of culture, outdoor experiences, and beautiful beaches. Visitors can explore historic houses, indulge in the local beach scene, and enjoy the natural beauty of nearby national parks. With a range of attractions catering to diverse interests, Key West promises an enriching experience for all types of travellers seeking relaxation and adventure.

  • Smathers Beach: Experience the quintessential beach vibes at Smathers Beach, where golden sands meet the crystal-clear waters of the Atlantic. This expansive beach is perfect for sunbathing, swimming, or enjoying water sports, with ample space to unwind or engage in beach activities.
  • Key West Historic Seaport: Immerse yourself in adventure at the Key West Historic Seaport. This vibrant marina offers outdoor activities, including boat tours and fishing excursions, all set against a backdrop of charming shops and restaurants, perfect for a leisurely day by the water.
  • USCGC Ingham Maritime Museum: Delve into the rich maritime culture at the USCGC Ingham Maritime Museum. Explore this historic cutter and learn about its fascinating naval history through exhibits that highlight its significant role in maritime service.

Best time to go to Key West

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Tips to save on your trip to Key West

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Key West.
  • Consider traveling to Key West during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Key West Beach Vacation

Unwind on the shore while you watch the sunlight glistening across the water during your Key West vacation. 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 kilometers away). We suggest staying in accommodations 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 vacation 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.

Top hotels in Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is P14,485 per night from Nov 18 to Nov 19
P14,485
P20,302 total
Nov 18 - Nov 19
includes taxes & fees
8.8/10 Excellent! (1,816 reviews)
"Really enjoyed our brief stay and we wished we planned to stay longer. Definitely want to come back. Rooms are great. Property amenities like the shuttle to and from downtown, pool, and tin cup chalice restaurant are great! Staff super friendly and helpful. Loved the text check ins from the manager ..."

Reviewed on Nov 12, 2026

Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is P8,729 per night from Nov 29 to Nov 30
P8,729
P13,833 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (1,903 reviews)
"The shuttle service is extremely helpful if you don’t have a car given it is quietly away from the heavy tourist area. The pool was wonderful with an array of floats. Nice temperature! Bar service and breakfast were great. Staff was very nice and informative about places to go and eat. They could ..."

Reviewed on Nov 11, 2026

Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is P7,344 per night from Nov 15 to Nov 16
P7,344
P11,820 total
Nov 15 - Nov 16
includes taxes & fees
Blue Flamingo Resort Key West
See all 2,613 properties in Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Key West attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
Stroll the vibrant heart of Key West where historic architecture meets lively entertainment. Evening visits offer the full experience of Duval Street's renowned music scene and spirited local culture.
See properties

What to do in Key West

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

P5,026
per adult
98% of travellers recommend
Sunset Sail in Key West with Beverages Included
Key West Champagne Sunset Sail

Champagne and Sunsets: A Key West Catamaran Adventure

P3,753
per adult
94% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
Combo image of activity in Key West

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

P3,863
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
See all activities in Key West

Frequently asked questions

How much does a Key West vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Key West costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Key West?
August, September and October are the best times to search for cheap Key West vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on hotels and flights.
How many days is enough for Key West?
Key West vacations come in all shapes and sizes, but to really sink your teeth into this place, we'd say 3 days is a good ballpark. This will mean you can visit top sights like Key West Aquarium and Harry S. Truman Little White House along with underrated spots. Don't miss out on neighborhoods such as Key West Historic District and Old Town Key West either. If you're clever with your time, you may even be able to take a day trip from Key West too.
Is it worth booking a vacation package to Key West?
Key West offers everything you need for an amazing trip. Begin your Key West vacation on a high note by visiting popular attractions like Smathers Beach.
How to find the best Key West package deals?
Bagging a cheap Key West package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Key West package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Key West vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the freedom to create a personalized Key West vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Key West?
If you're considering a spur-of-the-moment Key West trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Key West?

  1. Choose your travel dates: What you'd like to do in Key West and your favorite season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Key West.
  3. Decide how long to go for: Now that you're more familiar with Key West, you can figure out the right length of your vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Key West vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.