Key West Holidays

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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

Things to do in and around Key West

Key West is an ideal destination for families and business travellers alike, offering a variety of attractions and activities. Visitors can enjoy shopping at local malls and explore vibrant resorts. Key highlights include exciting kayak trips, lively venues featuring live music, and numerous fun places to experience the local culture. With its charming atmosphere, Key West promises a memorable vacation filled with unique attractions and delightful experiences.

Shopping

In Key West, explore The Kite House for unique gifts and We Cycle Key West for bike rentals and accessories. If you're up for a drive, visit the Big Pine Key Flea Market, a vibrant public market offering a variety of local goods, located 46.7km away.

Recreation

Experience the serene atmosphere at Key West Golf Club, where you can enjoy a round of golf amidst lush landscapes. For a dose of culture, catch a performance at the Red Barn Theater, perfect for families. Alternatively, unwind at the MLK Community Pool, offering a refreshing escape for all ages.

Adventure

In Key West, dive into the vibrant underwater world with a snorkelling adventure at the Florida Keys National Marine Sanctuary. Explore the historic shipwrecks and colourful coral reefs. Alternatively, embark on a thrilling sunset sail, where you can enjoy breathtaking views while sailing across the sparkling waters of the Gulf of Mexico.

Nightlife

Key West's nightlife buzzes with energy, featuring lively bars like Sloppy Joe's and the laid-back vibe of the Green Parrot. For a unique experience, enjoy live music at the Sunset Pier, or sip cocktails while watching the sunset at Mallory Square.

*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 experience for families and business travellers alike, with its stunning beaches, national parks, and historic houses. Visitors can immerse themselves in local culture while enjoying outdoor activities. Notable attractions include the Key West Aquarium and various beautiful beaches, making it a perfect destination for those seeking both relaxation and adventure.

  • Duval Street: Experience the vibrant atmosphere of Duval Street, the heart of Key West. Lined with lively bars, eclectic shops, and delightful eateries, this bustling thoroughfare offers a perfect blend of city vibes and island charm, making it a must-visit for socialising and shopping.
  • Mallory Square: Known for its stunning sunset celebrations, Mallory Square is a lively gathering point where street performers showcase their talents. Enjoy the picturesque views of the Gulf of Mexico while sampling local delicacies from nearby vendors.
  • Smathers Beach: Unwind at Smathers Beach, a beautiful stretch of golden sand ideal for sunbathing and water sports. With its relaxed beach vibes, it's perfect for leisurely strolls or enjoying a refreshing swim in the azure waters.

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

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 €202 per night from 27 May to 28 May
€202
27 May - 28 May
includes taxes & fees
8.4/10 Very Good! (2,203 reviews)
This place is trying really hard to be hip. It was a little too much of a party vibe for me, but for those who are into live music and avocado toast and lawn games and a couple of onsite bar options, you all would really like this place. Two pools (one was full of kids, the other had more adults), ...

Reviewed on 7 May 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is €245 per night from 8 Jun to 9 Jun
€245
8 Jun - 9 Jun
includes taxes & fees
8.8/10 Excellent! (1,810 reviews)
Staff was very helpful with all our needs. I would only recommend that the hot tub had hot water. It was cold and the jets were weak. Otherwise it was a perfect spot for us. We will be back.

Reviewed on 7 May 2026

Margaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is €320 per night from 25 May to 26 May
€320
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (3,289 reviews)
Check in was a long line. Front desk gave me wrong information

Reviewed on 7 May 2026

Southernmost Beach Resort and Guesthouses
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.

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What to do in Key West

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