Key West Holidays

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

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

For a delightful shopping experience in Key West, visit The Kite House and We Cycle Key West for unique gifts and souvenirs. If you're up for a drive, the Big Pine Key Flea Market offers a lively atmosphere, located 46.7km away, perfect for treasure hunting.

Recreation

Experience a round of golf at Key West Golf Club, where you can enjoy the lush landscape and outdoor atmosphere. For a cultural evening, catch a performance at Red Barn Theater, offering engaging entertainment for all ages. Alternatively, unwind at MLK Community Pool, perfect for family fun and relaxation.

Adventure

Explore the vibrant coral reefs while snorkelling or diving in the Florida Keys National Marine Sanctuary, teeming with marine life. For an adrenaline rush, try parasailing above the azure waters, offering stunning views of the island and the Gulf of Mexico.

Nightlife

Key West's nightlife is vibrant and eclectic. Enjoy live music at Sloppy Joe's, a historic bar on Duval Street, and sip cocktails at the Green Parrot, known for its laid-back atmosphere. For a unique experience, visit The Roof Top Café for stunning views and delicious dining 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, city, and business-themed vacations, with attractions such as beautiful beaches, vibrant national parks, and historic houses. Visitors can immerse themselves in culture and outdoor experiences while exploring local highlights like the Key West Aquarium and the stunning Florida Keys. Whether you're seeking relaxation by the beach or engaging in cultural pursuits, Key West promises a memorable getaway for all types of travellers.

  • Smathers Beach: Experience the quintessential beach vibes at Smathers Beach, where you can relax on soft sands, swim in the turquoise waters, and partake in various water sports. This lively beach is perfect for sunbathing or enjoying a picnic with friends and family.
  • Key West Butterfly and Nature Conservatory: Immerse yourself in a tranquil paradise at this conservatory, where hundreds of butterflies flutter freely among lush plants. It's a delightful outing for families, offering educational exhibits and a serene atmosphere that connects visitors with nature.
  • Florida Keys Eco - Discovery Center: Discover the rich culture and ecology of the Florida Keys at this interactive museum. With engaging displays and hands-on experiences, it's an ideal spot for families to learn about the region's unique ecosystems and conservation efforts.

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 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

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 HK$1,796 per night from 18 Nov to 19 Nov
HK$1,796
HK$2,518 total
18 Nov - 19 Nov
includes taxes & fees
8.8/10 Excellent! (1,817 reviews)
"Muy bien hospedaje"

Reviewed on 13 Nov 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 HK$1,083 per night from 29 Nov to 30 Nov
HK$1,083
HK$1,716 total
29 Nov - 30 Nov
includes taxes & fees
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 HK$911 per night from 15 Nov to 16 Nov
HK$911
HK$1,466 total
15 Nov - 16 Nov
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

12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

HK$257
per adult
82% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

HK$436
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

HK$353
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
See all activities in Key West

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.