How much does a Key West vacation package cost?

You can pick up a vacation package to this popular destination from CA $1,529 on Expedia. But how much your vacation to Key West costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to Key West?

August, September and October are the best times to look for cheap Key West vacation packages. Travelling in quieter months means you can usually find reduced prices on accommodations and flights.

How many days is enough for Key West?

With about 3 days, you'll have plenty of time to enjoy popular neighbourhoods such as Key West Historic District and Old Town Key West during your Key West vacation. Be sure to also add Southernmost Point and Ernest Hemingway Home and Museum to your list of must-sees. Up for some more adventures? Consider venturing outside of Key West on day trips and tours.

Is it worth booking a vacation package to Key West?

Key West is a good vacation destination with attractions like Smathers Beach among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, a Key West vacation promises fun for everyone.

How to find the best Key West package deals?

Use Expedia's filters to help you find some fabulous Key West package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Key West package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.

Is it cheaper to book a Key West vacation as a package?

An Expedia vacation package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can tailor your Key West getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.

When to book a vacation package to Key West?

If you're planning an impromptu Key West getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.

How to plan a trip to Key West?

Pick your travel dates: The things you want to do in Key West and your preferred season will help you decide when to get away. Budget wisely: As well as the price of your accommodations, you should consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Key West. Work out your trip length: Consider how much time you'd like to spend discovering Key West. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, book the ideal Key West vacation package for you.

Key West Vacation Packages - Book Now | Explore Florida

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.

Ibis Bay Beach Resort

Northside Resort

CA $1,529

per person

Aug 10 - Aug 16

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8/10 Very good! (2,299 reviews)

The property is very convenient and I loved that there were multiple places to access sitting by the water. My room had a sliding glass door to a porch, but the neighbors are literally right next to us smoking, so we couldn’t use it. The pool was nice. The breakfast was a nice meal with a view on the dock.

Reviewed on Jul 2, 2026

The Key West Hotel

Key West Historic District

CA $2,895

per person

Aug 10 - Aug 16

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (559 reviews)

We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Coconut Beach Resort

Old Town Key West

CA $2,309

per person

Aug 8 - Aug 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

8.8/10 Excellent! (198 reviews)

A review.

Reviewed on Jul 3, 2026

Almond Tree Inn Hotel - Adults Only

Old Town Key West

CA $1,919

per person

Sep 12 - Sep 19

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

10/10 Exceptional! (1,001 reviews)

Great location, friendly staff, great meatballs, clean room and property. The only fault with this place is the pool closing at 10:00. Otherwise, a great place to stay.

Reviewed on Jul 6, 2026

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

CA $1,639

per person

Aug 10 - Aug 16

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (951 reviews)

Jefferson, the bartender was superb! Close to everything on Duvall Street had a wonderful time. Can’t wait to go back.

Reviewed on Jul 6, 2026

Things to do in and around Key West

Key West offers a delightful blend of activities for families and business travellers alike. Visitors can enjoy shopping at local boutiques and mall centers, while also indulging in beach experiences perfect for vacations. Key West is known for its exciting attractions and day trips, making it an ideal spot to soak up the sun and explore the area's unique charm.

Shopping

In Key West, you can shop at local stores like We Cycle Key West and The Kite House for unique gifts. If you're up for a drive, the Big Pine Key Flea Market, 46.7km away, offers a vibrant market experience with various vendors and local goods.

Recreation

Key West Golf Club offers a picturesque outdoor setting for golf enthusiasts, surrounded by lush landscapes. Enjoy a round while soaking in the warm Florida sun. For family fun, the MLK Community Pool & Community Center is perfect for swimming and recreational activities, promoting a vibrant community atmosphere.

The Waterfront Playhouse presents a delightful cultural experience, showcasing engaging performances that evoke romance and entertainment. It's an ideal spot for families looking to immerse themselves in the local arts scene while enjoying a memorable evening out.

Adventure

Experience the thrill of snorkeling in the vibrant coral reefs, kayaking through mangroves, or paddleboarding at sunset. For an adrenaline rush, try parasailing high above the turquoise waters or embark on a fishing charter for a chance to catch a big one in the Gulf Stream.

Nightlife

Key West's nightlife is vibrant and eclectic. Visit the Green Parrot Bar for live music and a lively atmosphere. For a laid-back vibe, head to Sloppy Joe's, known for its fun crowds and refreshing drinks. Don't miss sunset celebrations at Mallory Square for street performers and local artisans.

*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 perfect for family, city, and business vacations, offering a variety of attractions like beautiful beaches, national parks, and historic houses. Visitors can immerse themselves in the rich culture while enjoying outdoor activities and the stunning beach experience. Don't miss exploring Key West and the Florida Keys for a memorable getaway filled with diverse experiences and local charm.

Duval Street: Experience the vibrant atmosphere of Duval Street, the heart of Key West. Lined with eclectic shops, lively bars, and delightful restaurants, this iconic street is perfect for strolling and soaking up the city's unique culture.
Southernmost Point: Visit the Southernmost Point buoy, a symbolic landmark marking the southern tip of the continental U.S. This spot is rich in history and offers a perfect photo opportunity, embodying the cultural essence of Key West.
Mallory Square: Enjoy the bustling ambiance of Mallory Square, where you can witness the stunning sunset celebrations. This modern square hosts street performers and vendors, making it a lively gathering place for visitors and locals alike.

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 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?

Choose your dates

Key West Hotel Deals

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $183

CA $342 total

Jul 13 - Jul 14

includes taxes & fees

8.6/10 Excellent! (2,327 reviews)

"El aire acondicionado estaba roto El microwave estaba roto Los ascensores rotos Fue desagradable la estancia más cuando viajas con personas mayores desabilitadas Problemas con los parqueos"

Reviewed on Jul 6, 2026

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

CA $178

CA $280 total

Jul 8 - Jul 9

includes taxes & fees

8.4/10 Very good! (2,497 reviews)

"Staff is very friendly, professional, and helpful. The room was comfortable and clean. Could use more pool seatings. Overall excellent stay. Would stay again."

Reviewed on Jul 5, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

CA $258

CA $394 total

Jul 13 - Jul 14

includes taxes & fees

8.8/10 Excellent! (3,426 reviews)

"Management was horrible! Wayyyy over priced and wayyy under delivered. Dirty rooms, ants, cracks in the door, false advertisement! Horrible rotten egg smell all over. Couldn’t use the beach! Don’t stay here!!! Complete rip off and they only wanted to reimburse about less than 10% for a $$$$ stay!!! ..."

Reviewed on Jul 5, 2026

See all 2,658 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.