Key West Holidays

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Your Key West Holiday

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

Our guide on 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
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Old Town Key West

3 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 Saint Mary Star of the Sea.

Find hotels in Old Town Key West

Key West Holiday

Key West Luxury Holiday Packages

Dabble in the finer things in life and get pampered with a luxury Key West package! Spoil yourself with our luxury Key West holiday packages and enjoy poolside cocktails, world-class dining and relaxing spa treatments. Dig your toes in the sand at Casa Marina Key West, Curio Collection by Hilton or go swimming in the year-round pool at Hyatt Centric Key West Resort & Spa.

Romantic Holiday Packages in Key West

Take your romantic Key West getaway to the next level with candlelit dinners, ocean views and couples massages. Expedia’s Key West romantic holiday packages are perfect for lovebirds looking to spice things up. Pop open a bottle of champagne in the hot tubs at Pier House Resort & Spa near Mallory Square or share a poolside cabana at Southernmost Beach Resort.

Take your romantic holidays in Key West to the next level with a photo shoot at your resort or the beach or a Key West marriage proposal package. Get inspired with our guide on things to do in Key West and add some loved-up activities to your Key West package deal today.

Where to Stay in Key West

When looking for Key West holiday packages, choosing the right place to stay is important. Whether you want a sun-packed stay or a history-packed holiday, this iconic island city has plenty of options on offer. Here’s a breakdown of where to stay for your Key West trip:

  •       Key West Historic District: You can enjoy the central location, buzzing streets and historical landmarks in this popular suburb. Topped with shopping, nightlife and restaurants, this is an ideal place to stay for those looking for convenience.
  •       Duval Street: Jam-packed with retail stores, nightlife, live music venues and restaurants, this is the ultimate spot to let loose on your Key West holiday.
  •       Historic Seaport: The picturesque marina is a top choice for art lovers, foodies and water sports fanatics.
  •       Bahama Village: This part of Key West is dotted with dazzling architecture, colourful homes and open-air restaurants.
  •       New Town: Laid-back New Town offers fewer crowds, making it one of the most tranquil holiday places in Key West.

Top Things to Do

Whether you’re into sightseeing, sunbathing or savouring flavour-packed cuisine, there are many things to do in Key West. Here’s a taste of what’s on offer:

Top Things to Do

Whether you’re into sightseeing, sunbathing or savouring flavour-packed cuisine, there are many things to do in Key West. Here’s a taste of what’s on offer:

How to Find Cheap Package Deals

Expedia’s cheap holiday packages to Key West allow you to see more, save more and stress less! You can save just by bundling your airfare and accommodation. Plus, by adding car rental, activities, tours and more, you can organise everything all in one place. Booking our Key West package deals is simple and straightforward. Simply enter your departure destination and desired travel dates. Then, use our filters to find cheap hotels in Key West.

*Prices and availability are subject to change. Additional terms apply.

**Savings based on all package bookings with Flight + Hotel made on Expedia from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

Where to Stay in Key West

When looking for Key West holiday packages, choosing the right place to stay is important. Whether you want a sun-packed stay or a history-packed holiday, this iconic island city has plenty of options on offer. Here’s a breakdown of where to stay for your Key West trip:

  •       Key West Historic District: You can enjoy the central location, buzzing streets and historical landmarks in this popular suburb. Topped with shopping, nightlife and restaurants, this is an ideal place to stay for those looking for convenience.
  •       Duval Street: Jam-packed with retail stores, nightlife, live music venues and restaurants, this is the ultimate spot to let loose on your Key West holiday.
  •       Historic Seaport: The picturesque marina is a top choice for art lovers, foodies and water sports fanatics.
  •       Bahama Village: This part of Key West is dotted with dazzling architecture, colourful homes and open-air restaurants.
  •       New Town: Laid-back New Town offers fewer crowds, making it one of the most tranquil holiday places in Key West.

Romantic Holiday Packages in Key West

Take your romantic Key West getaway to the next level with candlelit dinners, ocean views and couples massages. Expedia’s Key West romantic holiday packages are perfect for lovebirds looking to spice things up. Pop open a bottle of champagne in the hot tubs at Pier House Resort & Spa near Mallory Square or share a poolside cabana at Southernmost Beach Resort.

Take your romantic holidays in Key West to the next level with a photo shoot at your resort or the beach or a Key West marriage proposal package. Get inspired with our guide on things to do in Key West and add some loved-up activities to your Key West package deal today.

Key West Luxury Holiday Packages

Dabble in the finer things in life and get pampered with a luxury Key West package! Spoil yourself with our luxury Key West holiday packages and enjoy poolside cocktails, world-class dining and relaxing spa treatments. Dig your toes in the sand at Casa Marina Key West, Curio Collection by Hilton or go swimming in the year-round pool at Hyatt Centric Key West Resort & Spa.

How to Find Cheap Package Deals

Expedia’s cheap holiday packages to Key West allow you to see more, save more and stress less! You can save just by bundling your airfare and accommodation. Plus, by adding car rental, activities, tours and more, you can organise everything all in one place. Booking our Key West package deals is simple and straightforward. Simply enter your departure destination and desired travel dates. Then, use our filters to find cheap hotels in Key West.

*Prices and availability are subject to change. Additional terms apply.

**Savings based on all package bookings with Flight + Hotel made on Expedia from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

Things to do in and around Key West

Key West is an ideal destination for families and business travellers alike, offering a variety of activities and attractions. Visitors can indulge in shopping at local malls, relax at day spas, or embark on sandbar trips. Paddleboard tours provide a fun way to explore the waters. With its vibrant atmosphere and numerous resorts, Key West promises an enjoyable holiday experience for everyone.

Shopping

In Key West, you can shop at We Cycle Key West and The Kite House for unique gifts. If you're up for a drive, visit the Big Pine Key Flea Market, 46.7km away, where you'll find a lively atmosphere and a variety of local goods.

Recreation

Experience the lush landscapes at Key West Golf Club, where you can enjoy a round of golf surrounded by tropical scenery. For a refreshing family outing, visit the MLK Community Pool & Community Center, offering a vibrant atmosphere perfect for relaxation and recreation under the sun.

Adventure

Explore the vibrant underwater world with snorkelling or scuba diving at the Florida Keys National Marine Sanctuary, where colourful coral reefs and marine life await. For thrill-seekers, jet skiing around the island offers an exhilarating way to experience the stunning coastlines and crystal-clear waters.

Nightlife

In Key West, the Waterfront Playhouse offers a charming mix of culture and romance, perfect for a night out. The Regal Key West provides family-friendly films in a relaxed setting, while the Key West Burlesque Theater adds a fun and vibrant touch to the nightlife scene.

Find the best attractions in Key West

Key West is perfect for families and business trips, offering attractions like stunning beaches, the national state park, and historic houses. It's a haven for those seeking cultural experiences and outdoor adventures. While exploring, don’t miss out on local attractions and resorts, ensuring a memorable stay in this tropical paradise.

  • Duval Street: Experience the vibrant heart of Key West on Duval Street, where you can stroll past lively bars, unique shops, and art galleries. This iconic street is perfect for soaking up the local culture and nightlife, offering an eclectic mix of entertainment and dining options.
  • Smathers Beach: Relax on the golden sands of Smathers Beach, the largest beach in Key West. Enjoy the warm sun and gentle waves, with opportunities for water sports, sunbathing, or simply unwinding in a picturesque setting. It's a perfect spot for beach vibes and fun.
  • Dry Tortugas National Park: Embark on an adventure to Dry Tortugas National Park, accessible by boat or seaplane. Explore historic Fort Jefferson and snorkel in crystal-clear waters teeming with marine life. This stunning park offers breathtaking scenery and outdoor activities for nature enthusiasts.

Best time to go to Key West

None

Booking tips and Expedia advantages for Key West

Key West is budget-friendly with free attractions like Duval Street, Mallory Square, and Smathers Beach. For transport, consider using the Bus/Trolley. To save on accommodation, visit between August and October for lower prices, and book at least a month in advance. Tuesdays are the cheapest days to stay, while Fridays tend to be pricier. Use Expedia to find great deals and sort prices from lowest to highest. Don’t forget to check for package deals that combine hotels, flights, and activities for additional savings!

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Key West are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Key West is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Key West is Tuesday. The most expensive day to stay in Key West is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to narrow down your options based on your budget, preferred location, and the type of accommodation you’re looking for. To discover the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Key West hotel reservation with your flights and activities through an Expedia package.

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.

Key West Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Population
25,800
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park

Our pick of the best Key West Hotel Deals

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 AU$396 per night from 3 Nov to 4 Nov
AU$396
3 Nov - 4 Nov
includes taxes & fees
8.8/10 Excellent! (1,730 reviews)
This was my 4th year in a row staying at this property. Great views and a great location.

Reviewed on 28 Oct 2025

Oceans Edge Key West Resort, Hotel & Marina
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 AU$239 per night from 1 Dec to 2 Dec
AU$239
1 Dec - 2 Dec
includes taxes & fees
7.8/10 Good! (1,636 reviews)
Nice Hotel

Reviewed on 26 Oct 2025

Blue Flamingo Resort Key West
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 AU$552 per night from 23 Nov to 24 Nov
AU$552
23 Nov - 24 Nov
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
The hotel is right on the beach, had all the amenities and walking distance from Duvall street and Mallory square. Sunsets were beautiful

Reviewed on 25 Oct 2025

Hyatt Centric Key West Resort and Spa
See all 2,747 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.
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Discover the most popular places to visit in Key West

Southernmost Point

Southernmost Point

4/5(5 reviews)

Snap a memorable photograph from the edge of North America at this monumental landmark.

Southernmost Point
Mallory Square

Mallory Square

4/5(3 reviews)

Enjoy the Sunset Celebration, a nightly festival with street performers and market stalls, as you watch the sun sink into the Gulf of Mexico from this town square.

Mallory Square
Smathers Beach showing a luxury hotel or resort, a beach and tropical scenes

Smathers Beach

4/5(3 reviews)

Relax or join the party at Key West’s most popular beach, where water sports, volleyball and seafood vendors make it the perfect place to spend the weekend.

Smathers Beach

What to do in Key West

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

AU$76
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
12 hours Day at Key West With Boat Tour and Snorkeling

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

AU$42
per adult
80% 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

AU$85
per adult
86% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
See all activities in Key West

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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.