Key West Historic District Vacations from ￥64,764

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The Latest Key West Historic District Vacation Packages

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

President Hotel

3.5 out of 5
South Beach
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,331 reviews)
Great hotel. Bathroom was a touch small but it was fine. Great location. Excellent service.

Reviewed on Apr 29, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Jun 10 - Jun 14
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8/10 Very Good! (1 review)
Avalon Hotel

Avalon Hotel

3.5 out of 5
South Beach
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (1,015 reviews)
Loved everything about Avalon! The location is perfect directly across from Miami public beach, and right on Ocean Drive where you can walk for blocks and blocks for dining, drinks, music. A mile and a half away is Lincoln Road with tons of shopping and more restaurants. Collins and Washington Avenues also provide more shops, restaurants and places to grab delicious cocktails. There’s no parking on site but there is a very reasonably priced parking garage a block and a half away. There’s a lovely restaurant and a cute bar area on site. I would definitely stay there again.

Reviewed on Apr 28, 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (3,025 reviews)
Spacious, modern and excellent city view.

Reviewed on Apr 29, 2025

Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Mid Beach
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (2,387 reviews)
Overall, the experience was good. Hotel is very good. Couple things that we were not happy about. We chose resort view room but it wasn’t resort view at all, there was no view at all. It was rough roof view. My husband even asked for a better room, they said it’s already an upgraded room but then where’s the view. Also, the shower faucet was so tight that we initially thought it’s stuck and called maintenance.

Reviewed on Apr 29, 2025

Where to stay in Key West Historic District

Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Key West Historic District
Key West Historic District

Old Town Key West

4 out of top 10 points of interest in this area
4.5/5(226 area reviews)

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.

Find hotels in Old Town Key West

Key West Historic District Hotel Deals

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥40,723 per night from May 11 to May 12
￥40,723
￥55,415 total
includes taxes & fees
May 11 - May 12
8.6/10 Excellent! (2,450 reviews)
"I love they had a daily itinerary. My room is always clean and I also think they had to turn down service."

Reviewed on Apr 29, 2025

Southernmost Beach Resort
Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥77,832 per night from May 8 to May 9
￥77,832
￥96,842 total
includes taxes & fees
May 8 - May 9
9/10 Wonderful! (1,000 reviews)
"We would come back"

Reviewed on Apr 28, 2025

Pier House Resort & Spa
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 ￥51,050 per night from May 26 to May 27
￥51,050
￥66,710 total
includes taxes & fees
May 26 - May 27
8.8/10 Excellent! (1,002 reviews)
"Centrally located."

Reviewed on Apr 22, 2025

Hyatt Centric Key West Resort and Spa
See all 1,771 properties in Key West Historic District
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.

Frequently asked questions

How much does a Key West Historic District vacation package cost?
Less than you might think — from a low ￥64,764, actually! By combining flights, hotels and car rentals into a custom-built vacation package, your Key West Historic District escape is just a few clicks away.
How do I get a cheap travel package to Key West Historic District?
Book everything in the one place with our Key West Historic District vacation packages. We have deals on flights, hotels, tours and more that’ll keep your pocketbook happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 hotel options throughout the world to choose from, you’ll have the flexibility to mix and match as you want.
Where should I stay in Key West Historic District?
Travelers come from far and wide to experience Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in Key West Historic District. Book yourself a room within a stone’s throw of these must-see attractions to make sightseeing easy.
What are the top hotels in Key West Historic District?
Secure a room at Southernmost Retreat: 2 Blocks From Duval In Old Town. It’s one of the area’s most sought-after hotels. Another top option in Key West Historic District is Walk to Duval Waterfront Marina View 2-Bed Galleon + Beach + Sunset Tiki Bar.
How far in advance should I book my Key West Historic District vacation?
Savvy travelers book early. Air carriers typically release flights up to 12 months ahead of departure, and this is an excellent opportunity to pick up some of the lowest prices. Just been told you need to take some vacation time next week? Don’t fret. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Key West Historic District travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you’ve made your booking, add on a few sightseeing tours and watch your savings stack up. When it comes to creating your Key West Historic District break, you’re in control!
What should I know before booking a Key West Historic District travel package?
You’ll enjoy amazing savings when you combine your flights, hotels and rental cars into a travel package. Plus, booking everything together will make your trip planning easier. So why waste time or money? Whether you’re putting together a ritzy romantic getaway or a budget solo adventure, check out our vacation packages today.
Can I choose my airline with a Key West Historic District Expedia vacation package?
Yes, and with more than 550 airlines to select from across the globe, you have loads of choice. Look through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Key West Historic District vacation package?
If your vacation plans in Key West Historic District have changed, it’s a relief to know that it’s possible to cancel your booking. If your booking was made less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your hotel, airline or car rental company may charge fees. To learn more, check our Customer Service Portal.

Discover the most popular places to visit in Key West Historic District

Duval Street featuring signage

Duval Street

4.5/5(3,475 reviews)

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Duval Street
Mallory Square which includes a sunset and a bay or harbor as well as a large group of people

Mallory Square

4.5/5(3,096 reviews)

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Mallory Square
Southernmost Point featuring signage as well as a large group of people

Southernmost Point

4.5/5(3,182 reviews)

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

Southernmost Point

Things to do

Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

￥14,040
per adult
76% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

￥7,141
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour

￥19,848
per adult
98% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
See all activities in Key West
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.