Key West Vacation Packages

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Your Key West Vacation

Lock in a Key West vacation package and focus on what counts — enjoying yourself. There's no more travel planning headaches, just a lot more free time to savor 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 vacation is just clicks away with Expedia.

Top Key West Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lighthouse Hotel - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
Fitch Lodge - Key West Historic Inns
Ridley House - Key West Historic Inns

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 family getaways and business trips alike, offering a mix of attractions and activities. Visitors can enjoy beach vacations and unique beach experiences, explore vibrant shopping areas and malls, and discover local attractions. Day trips are also a popular option to fully experience the charm of Key West. This tropical paradise promises a memorable vacation for everyone.

Shopping

Experience shopping in Key West at We Cycle Key West and The Kite House, both offering unique local products. If you're up for a drive, visit the Big Pine Key Flea Market, 46.7km away, where you can find a vibrant mix of goods in a bustling atmosphere.

Recreation

Experience serene golfing at the Key West Golf Club, surrounded by lush landscapes. Enjoy cultural performances at the Waterfront Playhouse, perfect for a romantic night out. For family fun, relax at the MLK Community Pool & Community Center, where outdoor activities await. Embrace wellness in a vibrant setting.

Adventure

In Key West, explore the vibrant underwater world while snorkelling at the stunning John Pennekamp Coral Reef State Park. Experience thrilling parasailing over the crystal-clear waters, or embark on a sunset sailing adventure to witness breathtaking views of the horizon as the sun dips below the sea.

Nightlife

Key West's nightlife is vibrant, with lively bars like Sloppy Joe's, where live music and fun cocktails abound. For a relaxed vibe, check out the Sunset Pier, perfect for enjoying stunning sunsets and refreshing drinks. Don’t miss the unique performances at the Red Barn Theatre for a cultural touch.

*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, Florida, offers a diverse range of attractions perfect for families and business travellers alike. Explore its stunning beaches, the nearby national parks, and historic houses that reflect the area's rich culture. Whether you seek outdoor adventures or a relaxing beach experience, Key West and the Florida Keys have something for everyone. Don't miss the chance to discover the charm of this vibrant town during your visit.

  • Duval Street: Experience the vibrant heart of Key West along Duval Street, a bustling thoroughfare brimming with lively bars, unique shops, and delicious eateries. The city's lively atmosphere invites you to explore art galleries and indulge in local cuisine, all while soaking in the lively street performances.
  • Southernmost Point: Visit the iconic Southernmost Point buoy, a colourful landmark that marks the southernmost tip of the continental U.S. Immerse yourself in the rich history and culture of the area as you capture memorable photos against this symbolic backdrop.
  • Mallory Square: Enjoy the vibrant energy of Mallory Square, where you can take in stunning sunset views while surrounded by street performers, local artisans, and food vendors. This modern square is the perfect place to unwind and soak up the lively atmosphere of Key West.

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 during the off-peak season (typically August to October) for more affordable package holidays to Key West.
  • 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 kilometres 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 65,532 cm 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.

Ready to book your vacation to Key West?

 

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Key West Hotel Deals

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 CA $172 per night from Sep 1 to Sep 2
CA $172
CA $263 total
Sep 1 - Sep 2
includes taxes & fees
Beachside Resort & Residences
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Sep 1 to Sep 2
CA $230
CA $339 total
Sep 1 - Sep 2
includes taxes & fees
Oceans Edge Key West Resort, Hotel & Marina
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Sep 7 to Sep 8
CA $239
CA $359 total
Sep 7 - Sep 8
includes taxes & fees
Hyatt Centric Key West Resort and Spa
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.

Discover the most popular places to visit in Key West

What to do in Key West

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