Key West Historic District Vacations from ￥228,036

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The Latest Key West Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Gabriel Miami South Beach, Curio Collection by Hilton

The Gabriel Miami South Beach, Curio Collection by Hilton

4 out of 5
South Beach
per person
Sep 12 - Sep 19
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
8.2/10 Very Good! (877 reviews)
Friendly staff. Beautiful room with a view. Great pool and restaurants.

Reviewed on Jul 29, 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Sep 12 - Sep 19
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
9.4/10 Exceptional! (1,212 reviews)
loved everything about it

Reviewed on Jul 28, 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
Sep 12 - Sep 19
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
9.2/10 Wonderful! (3,202 reviews)
A perfect stay for shooing dining

Reviewed on Jul 29, 2025

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
per person
Sep 12 - Sep 19
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
8/10 Very Good! (6,535 reviews)
I would LOVE to give this stay a 5/5 because that is what I was expecting and hope I can get next time we go but I just would like to share our experience.. when we checked in we were given room keys to THREE different rooms- all whom we walked in on dirty and with luggage. It felt very invasive and unsafe considering that we had access to other rooms without their knowing. Thankfully the rooms had safe but makes you think who could get into your room without knowing. They did compensate us but it did leave us questioning our safety and piece of mind. The space was clean and service was friendly. We will be back due to all the amenities I just hope they can figure out the management of rooms and accessibility. I will say the room we finally got into still wasn’t all the way clean and had trash left over. The beds were comfy but overall for the price we expected much more luxury and cleanliness.

Reviewed on Jul 30, 2025

Trump International Beach Resort

Trump International Beach Resort

4.5 out of 5
per person
Sep 12 - Sep 19
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
8.2/10 Very Good! (4,244 reviews)
Great vacation spot and close to everything South beach. , Brickell and. Hard rock Casino 20-30 mins. Ratio. Depending on traffic

Reviewed on Jul 28, 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

3 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 and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is ￥27,359 per night from Aug 25 to Aug 26
￥27,359
￥40,801 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (2,656 reviews)
"Everything was perfect, except the washed up seaweed. They said a net broke, and it would be fixed eventually! Cannot wait to go back and utilize the beach area as well."

Reviewed on Jul 28, 2025

Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
The price is ￥30,317 per night from Aug 13 to Aug 14
￥30,317
￥43,016 total
Aug 13 - Aug 14
includes taxes & fees
8.2/10 Very Good! (262 reviews)
"This property was one of the nicest I saw on the island. Technically wouldn’t have to leave if you didn’t want to."

Reviewed on Jul 28, 2025

Casa Marina Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥35,947 per night from Aug 24 to Aug 25
￥35,947
￥49,349 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (1,024 reviews)
"Nice and clean hotel!"

Reviewed on Jul 29, 2025

The Reach Key West, Curio Collection by Hilton
See all 1,751 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 ￥228,036, 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

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

Southernmost Point

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

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

Mallory Square

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

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

￥6,590
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

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

￥14,512
per adult
74% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
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

￥18,464
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.