Key West Historic District Vacations from ￥244,474

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Key West Historic District Vacation Packages

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

The Balfour Hotel

4 out of 5
South Beach
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (680 reviews)
Location was great. Short walk on Ocean Drive to cool bars, restaurants and shopping. A classic Miami Beach vibe. The hotel itself is quite dated and in need of a refurbishment. The carpets are stained and the lobby/check-in seems random and sparse. Seemed like a card table with a laptop on it. The room is small, but reasonably clean. The lighting is confusing and inadequate. No safe. The bathroom is tiny. Walls are thin and you can certainly hear your neighbors. Staff are cheerful and bartenders friendly. But you need to ask about discounts etc that are part of the purchase. So don’t be shy.

Reviewed on Jan 21, 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Save 100% on your flight
per person
Mar 19 - Mar 24
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (2,891 reviews)
It was a pleasant stay. Very good hotel and amenities

Reviewed on Jan 21, 2025

Carillon Miami Wellness Resort

Carillon Miami Wellness Resort

5 out of 5
North Beach
Save 100% on your flight
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.8/10 Excellent! (695 reviews)
Not worth the amount they charge

Reviewed on Jan 19, 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.2/10 Very Good! (1,131 reviews)
Michael at front desk was excellent, helped us with tours etc. Kevona was so nice worked everywhere in kitchen in lobby extra. He was helpful

Reviewed on Jan 20, 2025

Sunrise in Miami Suites

Sunrise in Miami Suites

2 out of 5
South Beach
per person
Mar 19 - Mar 24
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
No reviews

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

2 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 ￥73,239 per night from Jan 26 to Jan 27
￥73,239
￥92,875 total
includes taxes & fees
Jan 26 - Jan 27
8.6/10 Excellent! (2,228 reviews)
"First time visiting key west and I absolutely loved the southernmost beach resort was in a perfect location with so much to do on and near by the property!!!"

Reviewed on Jan 21, 2025

Southernmost Beach Resort
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
4 out of 5
Zero Duval St., Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥79,295 per night from Jan 27 to Jan 28
￥79,295
￥99,718 total
includes taxes & fees
Jan 27 - Jan 28
9/10 Wonderful! (1,000 reviews)
"This was my 1st time at this property and I can’t say enough good things. Our room had a balcony facing the port so we got to see the cruise ships coming and going. We also were able to see every sunset without leaving our room. The property is very clean and well maintained. We had an excellent ..."

Reviewed on Jan 18, 2025

Ocean Key Resort - A Noble House Resort
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
525 United Street, Key West, FL
The price is ￥37,110 per night from Jan 27 to Jan 28
￥37,110
￥48,755 total
includes taxes & fees
Jan 27 - Jan 28
8/10 Very Good! (964 reviews)
"Well maintained property. Very nice staff"

Reviewed on Jan 20, 2025

The Southernmost Inn - Adults Only
See all 1,842 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 ￥244,474, 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

MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

￥15,569
per adult
MIAMI: Key West Day Trip with Boating Options
Aerial view of people snorkeling in Key West

Morning Coral Reef Snorkel With Mimosas & Breakfast

￥7,226
per adult
92% of travellers recommend
Morning Coral Reef Snorkel With Mimosas & Breakfast
Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

￥7,092
per adult
88% of travellers recommend
Key West Conch Tour Train
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.