Key West Trip

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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 white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

Find hotels in Old Town Key West

Things to do in and around Key West

Shopping

In Key West, visit The Kite House for unique gifts and We Cycle Key West for bike rentals. If you're up for a drive, the Big Pine Key Flea Market, 46.7km away, offers a vibrant atmosphere with various vendors and local crafts.

Recreation

Experience a round of golf at Key West Golf Club, surrounded by lush landscapes and a vibrant outdoor atmosphere. For a dose of culture, enjoy a captivating show at the Key West Burlesque Theater, perfect for family entertainment. Don't miss a refreshing swim at the MLK Community Pool, ideal for outdoor fun.

Adventure

Experience the thrill of snorkelling at the John Pennekamp Coral Reef State Park, where vibrant marine life awaits. For an adrenaline rush, try parasailing over the azure waters, offering stunning views of Key West's coastline. Don't miss the exhilarating sunset jet ski tour for a unique perspective of the sunset.

Nightlife

Key West’s nightlife is vibrant and eclectic, featuring lively bars on Duval Street, such as Sloppy Joe's and the Green Parrot. Enjoy live music, dance at local clubs, or unwind with a sunset cocktail at a seaside bar, creating unforgettable evening experiences under the stars.

*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 offers a delightful blend of family-friendly activities, cultural experiences, and outdoor adventures, making it suitable for various vacation types. Visitors can explore beautiful beaches, national parks, and historic houses, ensuring a rich experience. Whether you're seeking a relaxing getaway or an active holiday, the allure of Key West and the Florida Keys promises memorable moments amid stunning scenery.

  • Duval Street: Experience the vibrant atmosphere of Duval Street, lined with eclectic shops, lively bars, and charming cafes. This bustling thoroughfare is perfect for leisurely strolls and immersing yourself in the local culture, with street performers and art galleries adding to its charm.
  • Mallory Square: Engage in the enchanting sunset celebrations at Mallory Square, where locals and tourists gather to enjoy street performances, live music, and artisanal vendors. The stunning views of the Gulf of Mexico create a picturesque backdrop for this lively gathering place.
  • Southernmost Point: Visit the iconic Southernmost Point buoy, a symbolic landmark that marks the southern tip of the continental United States. This spot offers a glimpse into the rich history and culture of Key West, making it a memorable photo opportunity.

Best time to go to Key West

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Tips to save on your trip to Key West

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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 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.

Top hotels in Key West

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is ₹13,024 per night from 13 Jul to 14 Jul
₹13,024
₹23,705 total
13 Jul - 14 Jul
includes taxes & fees
8.6/10 Excellent! (2,314 reviews)
"We booked a two bedroom suite. It was not as advertised. There was a primary entry and then a secondary entry to two separate rooms. One room was small and was only a bedroom. The second room was an actual suite with a master bedroom. With three small kids this was less than ideal. I spoke to staff ..."

Reviewed on 30 Jun 2026

Beachside Resort & Residences
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 ₹12,695 per night from 5 Jul to 6 Jul
₹12,695
₹19,606 total
5 Jul - 6 Jul
includes taxes & fees
8.4/10 Very good! (2,464 reviews)
"Did not like the rooms. They were like a motel set up"

Reviewed on 1 Jul 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is ₹19,280 per night from 22 Jul to 23 Jul
₹19,280
₹28,613 total
22 Jul - 23 Jul
includes taxes & fees
8.8/10 Excellent! (3,418 reviews)
"Beautiful resort ! Very clean ! The staff was amazing , everyone on the property was very friendly They always reached out from the front desk ( not a virtual assistant) to make sure you had all that you needed and to let you know about fun events they were having that day , thank you Frank ,Marilyn ..."

Reviewed on 1 Jul 2026

Southernmost Beach Resort and Guesthouses
See all 2,645 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

Frequently asked questions

How much does a Key West holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday 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 holidays 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 neighbourhoods 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 holiday package to Key West?
Key West offers everything you need for an amazing trip. Begin your Key West holiday 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 personalise 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 holiday as a package?
Expedia holiday 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 personalised Key West holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 favourite 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 holiday. 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 personalised Key West holiday package.

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