Key West Vacation Packages 2026 from $2,062

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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.

The Latest Key West vacation packages

Price found within the past 48 hours. Click for updated prices.

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Old Town Key West

Save 100% on your flight

$2,062

per person

Dec 18 - Dec 23

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

9.8/10 Exceptional! (9 reviews)

Absolutely loved the Privacy and that we were right next to Cuban Coffee Queen! This is a nice little place to stay with great privacy. It was clean, had the little things, like Q-Tips! Will definitely stay there next year!

Reviewed on Aug 27, 2026

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Old Town Key West

Save 100% on your flight

$6,026

per person

Dec 29 - Jan 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

10/10 Exceptional! (1 review)

Loved the closeness to Duval st and the privacy

Reviewed on Oct 17, 2025

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

Old Town Key West

Save 100% on your flight

$4,894

per person

Dec 29 - Jan 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

10/10 Exceptional! (1 review)

Location, comfort and great customer service! A great place for a family to stay and share in some fun together!!

Reviewed on Jul 26, 2026

Amelia Home by Avantstay In Historic Old Town w/ Pool

Old Town Key West

Save 100% on your flight

$3,242

per person

Dec 13 - Dec 19

found 17 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

10/10 Exceptional! (3 reviews)

Loved it

Reviewed on Mar 20, 2026

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

Key West Historic District

Save 100% on your flight

$2,119

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

2/10 (1 review)

The listing says this property is “on beach property,” but it is not on the beach or even close to a beach, which was very misleading. While we were staying there, the pool was also resurfaced. We were told that it was a “last-minute” discovery that the pool needed to be closed, but this significantly affected our stay. We also had trouble getting ahold of anyone when we had questions or concerns. Calls to the management/maintenance contact went unanswered, and no one returned our calls. Another issue was the condition of the balconies. We were on one of the lower floors, and whenever the guests above us used their deck, dirt and sand would fall down onto ours while we were sitting outside. It made it very unpleasant to actually use the outdoor space. Overall, the property description was misleading, the unexpected pool closure was disappointing, communication was poor, and the balcony situation made the stay less enjoyable than expected.

Reviewed on Sep 12, 2026

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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

5 out of top 10 points of interest in this area

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

A two-story house with green shutters and a wooden balcony.

Key West Historic District

2 out of top 10 points of interest in this area

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

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.

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Southernmost Point

8.8/10 (17,214 reviews)

This colorful buoy marks the continental United States' southernmost point, just 90 miles from Cuba. Arrive early to capture your photo at this iconic Key West landmark without the typical crowds.

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Mallory Square

9.2/10 (15,939 reviews)

Mallory Square hosts Key West's legendary Sunset Celebration, where street performers and artisans gather nightly. Arrive early to secure a prime viewing spot for the breathtaking Gulf of Mexico sunset.

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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)

Key West's largest beach boasts half a mile of soft white sand and calm, shallow waters ideal for swimming. Rent paddleboards or jet skis, or simply relax under swaying palms with panoramic ocean views.

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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)

Step into the Spanish Colonial home where Hemingway wrote his classics, surrounded by descendants of his six-toed cats. Explore his writing studio and gardens for a glimpse into the legendary author's 1930s life.

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A coastal fortification with a staircase leading to a higher platform, overlooking the sea.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)

Explore a Civil War-era fortress housing the nation's largest collection of seacoast cannons. After touring the historic corridors, cool off at Key West's favorite beach with crystal-clear waters perfect for snorkeling.

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Fort Jefferson, a brick fort with arched windows and a flagpole.

Dry Tortugas National Park

8.8/10 (2,184 reviews)

This remote island fortress combines pristine coral reefs with Civil War history at Fort Jefferson. Snorkel in turquoise waters or explore the massive 19th-century brick structure, accessible only by ferry or seaplane.

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South Beach

8.4/10 (5,461 reviews)

This intimate shoreline at Key West's southern tip offers shallow waters perfect for wading near the iconic Southernmost Point. Enjoy ocean views and refreshments at the Beach Café.

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What to do in Key West

Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

$79

per adult

94% of travellers recommend

Champagne and Sunsets: A Key West Catamaran Adventure

$59

per adult

94% of travellers recommend

Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

$41

per adult

88% of travellers recommend

See all activities in Key West

Key West Hotel Deals

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

$265 nightly

$298 total

Oct 12 - Oct 13

Total with taxes and fees

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$175 nightly

$197 total

Oct 12 - Oct 13

Total with taxes and fees

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$192 nightly

$216 total

Oct 12 - Oct 13

Total with taxes and fees

8.6/10 Excellent! (2,602 reviews)

"The room was more than expected, the view was amazing! We had a beach access room and enjoyed walking out of our room and straight to the beach. Our balcony view was amazing and wonderful for relaxing after spending all day exploring all Key West has to offer. We will definitely stay with Beachside ..."

Reviewed on Oct 11, 2026

See all 2,652 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.

Find the Best Key West Vacation Packages

Things to do in and around Key West

Key West is an ideal destination for family vacations, offering a mix of city and business themes. Visitors can enjoy a variety of activities, including shopping at local malls and resorts, jet skiing, and exploring popular attractions. The vibrant Fantasy Fest and beautiful beach experiences add excitement to any trip, making Key West a perfect spot for unforgettable adventures and relaxation.

Shopping

In Key West, visit The Kite House for unique gifts and souvenirs, or We Cycle Key West for biking essentials. If you're up for a drive, check out the Big Pine Key Flea Market, 29 miles away, where you can find local crafts and enjoy a bustling atmosphere.

Recreation

Experience golfing at the Key West Golf Club, where lush greens and outdoor vibes enhance your game. For a touch of culture and entertainment, catch a show at the Waterfront Playhouse, perfect for a romantic evening. Dive into fun at the MLK Community Pool, ideal for family-friendly activities.

Adventure

In Key West, explore the vibrant coral reefs while snorkeling or diving in the Florida Keys National Marine Sanctuary. Experience thrilling water sports like parasailing and jet skiing, or embark on a sunset sailing cruise for breathtaking views and unforgettable memories.

Nightlife

In Key West, dive into the vibrant nightlife along Duval Street, filled with lively bars, open-air venues, and live music. Don't miss iconic spots like Sloppy Joe's and the Green Parrot for a laid-back atmosphere, or enjoy sunset celebrations at Mallory Square for a festive evening vibe.

*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 an ideal destination for family vacations, business trips, and city-themed getaways. Visitors can explore beautiful beaches, historic houses, and national parks, catering to those seeking culture, outdoor experiences, and relaxation. With its unique charm and diverse attractions, Key West offers something for everyone, making it a perfect choice for your next vacation adventure.

Duval Street: Experience the vibrant energy of Duval Street, the heart of Key West, lined with lively bars, eclectic shops, and art galleries. Stroll along this iconic street, soaking in the local culture and enjoying the unique atmosphere that captures the essence of island life.
Southernmost Point: Visit the Southernmost Point buoy, a must-see landmark that marks the southernmost point in the continental U.S. Snap a photo at this iconic spot while immersing yourself in the rich history and culture of Key West, surrounded by beautiful ocean views.
Mallory Square: End your day at Mallory Square, a bustling modern square famous for its sunset celebrations. Enjoy street performers, local artisans, and stunning views as the sun sets over the Gulf, creating a magical atmosphere that draws visitors from around the world.

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 (2 miles 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 25,800 in 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.

Key West Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Key West Intl. Airport (EYW)
Population	25,800
Max Temp Winter	75ºF
Max Temp Summer	85ºF
Top Sights	Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach

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Frequently asked questions

What types of vacation packages are available in Key West?

Key West, known for its family-friendly attractions and as a beach destination, offers vacation packages tailored to various travel styles:

Budget-friendly package: Nearly a third of hotels fall into the midrange tier, offering good value. For example, the 4-star DoubleTree Resort by Hilton Grand Key - Key West, rated 8.2 out of 10 by travelers, provides amenities like an airport shuttle, free breakfast, and an outdoor pool, about 3 miles from Duval Street.
Beach package: Some package hotels offer ocean views, placing you close to the water. You can easily access beaches like Smathers Beach, about 3 miles from central Key West.
Pet-friendly package: If you're traveling with a furry companion, options like Winslow's Bungalows - Key West Historic Inns, rated 8.5 out of 10 by travelers, welcome pets and feature an outdoor pool and bar/lounge, with travelers often praising the great food.
Family-friendly package: Nearly all hotels have playgrounds, and most offer kids clubs. Fairfield by Marriott Inn & Suites Key West at The Keys Collection, rated 8.3 out of 10 by travelers, is a strong choice with family rooms, an outdoor pool, and free breakfast.

How can I save money on a Key West vacation package?

When you bundle, you can save up to 30%*. To save money on a Key West package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

How much does a Key West vacation package cost?

A Key West vacation package typically costs around $1,450 per adult for a week-long trip, which is the most common duration for travelers. Lower-priced options start around $850 per adult, while premium packages can reach up to $2,450.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

How do I find cheap Key West vacation package deals?

The cheapest Key West vacation package deals can be as low as around $660 per adult for weekend trips. Separately, September and August typically have the lowest average monthly prices, around $1,060 to $1,110 per adult, typically for a 4-day trip. Bundling flights and hotel together also typically saves money on a week-long trip — nearly all Key West vacation package deals include some savings versus booking separately, typically around $175 per adult. Longer, two-week trips can save even more, often around $305 per adult. Additionally, most hotels in Key West offer free breakfast, which can help stretch your budget.Browse cheap vacation packages in Key West for current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

What is the best time to go to Key West?

The best time to go for a Key West vacation package is from December through April. These months are the busiest, with December and March being peak booking times, offering sunny and fairly dry weather. Temperatures during this period are mild, making it ideal for exploring the island.For a more affordable Key West vacation, consider traveling in September or August, which tend to have lower package prices. However, May through October is typically the wet season, with August and September seeing the heaviest rainfall and a higher chance of tropical weather systems. While summer temperatures are moderated by ocean breezes, humidity can be high.

What's included in a Key West vacation package?

A Key West vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Nearly all hotels offer airport shuttle service to and from Key West, FL (EYW-Key West Intl.), and most hotels also include free breakfast. As Key West is a beach destination, many hotels offer convenient access to the water.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for Key West?

For families, a Key West vacation package with a stay at Fairfield by Marriott Inn & Suites Key West at The Keys Collection, rated 8.3 out of 10 by travelers, is a great option. It offers family rooms, an outdoor pool, and free breakfast, making it convenient for those traveling with children.Couples looking for a romantic escape might consider a package with Andrews Inn & Garden Cottages, rated 9.5 out of 10 by travelers. This charming stay features an outdoor pool, free breakfast, and kitchenettes, with travelers frequently praising its perfect facilities, cute rooms, and good breakfast.For a value-focused Key West vacation package, the 4-star DoubleTree Resort by Hilton Grand Key - Key West, rated 8.2 out of 10 by travelers, costs around $190 per night. It includes an airport shuttle, free breakfast, and an outdoor pool, with travelers often noting its nice pool and easy access.*Package availability and prices may change depending on dates and demand.

Is Key West better suited for a beach vacation or a cultural trip?

Key West is primarily a beach destination, offering a relaxed atmosphere with easy access to the water. Travelers on a Key West vacation can enjoy beaches like Smathers Beach, located about 3 miles from central Key West, or South Beach, about a 15-minute walk away.However, Key West also has a rich cultural and historical side. Historic sites like the Ernest Hemingway Home and Museum and the vibrant Duval Street are both about a 5-minute walk from central Key West, offering a glimpse into the city's unique heritage and lively urban attractions. This blend allows for both sun-soaked relaxation and engaging exploration during your Key West vacation.

Is Key West a good choice for a family vacation package?

Key West is a good choice for family vacation packages, with many hotels offering amenities suited for children. Some of the bookings for Key West are family trips, reflecting the destination's appeal. Nearly all hotels offer playgrounds and babysitting services, and most feature kids clubs, making it easier for families to enjoy their stay.For example, the Blue Flamingo Resort Key West, a 4-star property rated 8.3 out of 10 by travelers, is a strong family option with family rooms and a game room. Travelers often praise its well-kept pool and quiet location.Beyond the resorts, families can enjoy the sandy shores of Smathers Beach, about 3 miles from central Key West, or explore Fort Zachary Taylor Historic State Park, about a 15-minute walk away, which offers beaches and nature trails. The Florida Keys Eco-Discovery Center is also a hit with families, providing an educational look at the local ecosystems.

What's included in a Key West beach vacation package?

A Key West beach vacation package typically bundles flights with a hotel stay, offering a convenient way to experience this beach destination. Hotels like the 4-star Hyatt Centric Key West Resort and Spa, rated 8.3 out of 10, and the 4-star Pier House Resort & Spa, rated 8.4 out of 10, are popular choices for beach-focused trips. Both are about a 10-minute walk from Duval Street and feature outdoor pools, with the Hyatt Centric also offering family rooms. Nearly all hotels in Key West provide outdoor pools, making it easy to enjoy the water. Specific inclusions like meals, drinks, and water sports depend on the hotel and rate you choose.

Are there adult-only vacation packages in Key West?

Yes, your Key West vacation package can include an adults-only hotel, including:Browse adults-only resorts in Key West on Expedia to compare options.

Which Key West vacation packages include a pool?

Nearly all Key West hotels offer both outdoor and indoor pools, making it easy to find a Key West vacation package with pool access.Winslow's Bungalows - Key West Historic Inns, rated 8.5 out of 10 by travelers, features an outdoor pool, a bar/lounge, and free breakfast, with travelers often praising the great food and excellent location.Courtyard by Marriott Key West Waterfront, rated 8.2 out of 10 by travelers, provides an outdoor pool, a hot tub, and free breakfast, and travelers highlight the delicious breakfast and great food.For an adults-only option, The Cabana Inn Key West - Adults Only, rated 8.4 out of 10 by travelers, offers an outdoor pool and hot tub, with travelers noting the nice pool and free breakfast.Use the pool filter when searching Key West vacation packages to find the right fit for your trip.

Which Key West vacation packages include an ocean view?

Some Key West vacation packages include hotels with ocean views, allowing you to enjoy the coastal scenery. The 4-star Opal Key Resort & Marina, Key West, rated 8.7 out of 10 by travelers, and the 4-star Pier House Resort & Spa, rated 8.4 out of 10 by travelers, are both about a 10-minute walk from Duval Street and offer rooms with potential ocean views. Keep in mind that specific ocean views depend on the room category and rate booked for your package.

Are airport transfers included in Key West vacation packages?

Nearly all Key West hotels offer airport shuttle services, making it easy to get to and from Key West, FL (EYW-Key West Intl.). While many hotels provide this service, the specifics can vary, such as whether it's a shared shuttle, private transfer, or whether an additional fee applies. It's always a good idea to confirm the details with your chosen hotel or package provider before booking your Key West vacation package.

What is the best time to book a Key West vacation package?

Book your Key West vacation package around 7 weeks in advance. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 3 and 14 weeks out.March, April, and July are the most popular months for Key West packages, so booking earlier is advisable if you're traveling during these times.

What are the top things to do in Key West?

A Key West vacation offers a mix of historic sights, natural beauty, and vibrant street life. Here are some top things to do:Beyond these landmarks, you can also enjoy activities like shark and wildlife viewing adventures or mangrove kayak eco tours. Browse and book things to do in Key West on Expedia.

How many days do you need for a Key West vacation?

Most Key West vacation packages last around 4 days, which is a good amount of time to experience the island's highlights. This allows you to explore Duval Street, relax at Smathers Beach, and visit the Ernest Hemingway Home and Museum.While a 4-day Key West vacation is typical, nearly a third of travelers opt for weekend trips, and most choose week-long trips. A longer stay of about a week provides more time for activities like a sunset sail or a day trip to Dry Tortugas National Park.

Is Key West a good destination for a weekend vacation?

Key West is a good destination for a weekend vacation package, offering plenty to see and do in a short timeframe. Nearly a third of Key West vacation packages are for weekend trips, making it a popular choice for a quick getaway.In just a few days, you can explore the vibrant Duval Street, snap a photo at the iconic Southernmost Point, and enjoy the sun at Smathers Beach. While most travelers stay about a week, a weekend trip still provides a memorable Key West experience.

Do you need to rent a car in Key West, or is public transport enough?

For Key West vacation packages with flights, a rental car is often not essential, especially if you plan to stay primarily in the central areas. Key West is known for its narrow streets and expensive parking, making walking, biking, or using other local transport popular choices.Key West Transit offers a comprehensive bus system for getting around the island, and local taxis and ride-share services are plentiful and affordable. If your lodging is in Old Town, you can easily walk or bike to many attractions. Additionally, nearly all hotels offer airport shuttle services to and from Key West, FL (EYW-Key West Intl.).However, if you plan to explore beyond Key West, such as other parts of the Florida Keys, a rental car can provide more flexibility. For Key West beach vacation packages focused on the island itself, alternative transportation is often sufficient.

Are Key West vacation package hotels conveniently located?

Key West vacation package hotels offer a range of convenient locations, from the heart of the historic district to slightly more secluded spots. Many properties are centrally located, placing you within easy reach of popular attractions.For instance, Key West Villas (rated 9.6 out of 10 by travelers) and Almond Tree Inn Hotel - Adults Only (rated 9.4 out of 10 by travelers) are both about a 5-minute walk from central Key West and Duval Street. The Hyatt Centric Key West Resort and Spa (rated 8.3 out of 10 by travelers) is also conveniently located about a 10-minute walk from Duval Street. These central options are ideal for exploring on foot.Other hotels, like the Blue Flamingo Resort Key West (rated 8.3 out of 10 by travelers), are situated about 3 miles from Duval Street, offering a quieter setting while still providing access to the island's attractions. Your choice of Key West vacation package can be tailored to your preferred proximity to the action.

Can I change or cancel my Key West vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Key West vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Key West vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Key West vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Key West?

To find last-minute vacation packages to Key West, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Key West vacation packages?

Free cancellation on a Key West vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

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

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Key West getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Key West vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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

Key West Vacations from $2,062

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Key West Vacation

The Latest Key West vacation packages

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

Amelia Home by Avantstay In Historic Old Town w/ Pool

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

Where to stay in Key West

Old Town Key West

Downtown Key West

Key West Historic District

New Town

Uptown - Upper Duval

Stay near popular Key West attractions

Duval Street

Southernmost Point

Mallory Square

Smathers Beach

Ernest Hemingway Home and Museum

Fort Zachary Taylor Historic State Park

Dry Tortugas National Park

South Beach

What to do in Key West

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

Champagne and Sunsets: A Key West Catamaran Adventure

Key West Conch Tour Train

Key West Hotel Deals

Margaritaville Beach House Key West

Blue Flamingo Resort Key West

Beachside Resort & Residences

Find the Best Key West Vacation Packages

Things to do in and around Key West

Find the best attractions in Key West

Tips to save on your trip to Key West

Key West Beach Vacation

Things You Should Know About Key West

Key West Essential Information

More vacations you might like

Frequently asked questions

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