Key West Historic District Trips (flight + hotel)

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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

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

Find hotels in Old Town Key West

Top hotels in Key West Historic District

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is P11,285 per night from Aug 4 to Aug 5
P11,285
P16,523 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (2,605 reviews)
"This was the perfect location for being near Duval St and nightlife, as well as relaxing by the pool. They had lots of fun events (bingo by the pool, yoga, djs, etc.) which made it so we wouldn’t have to leave the resort if we wanted! Will definitely be staying here again! :)"

Reviewed on Jul 7, 2025

Southernmost Beach Resort and Guesthouses
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 P14,185 per night from Aug 5 to Aug 6
P14,185
P19,359 total
Aug 5 - Aug 6
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Oceanfront"

Reviewed on Jul 3, 2025

The Reach Key West, Curio Collection by Hilton
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
Fully refundableReserve now, pay when you stay
The price is P13,435 per night from Aug 4 to Aug 5
P13,435
P18,516 total
Aug 4 - Aug 5
includes taxes & fees
8.2/10 Very Good! (216 reviews)
"Facility was above and beyond expectations."

Reviewed on Jul 7, 2025

Casa Marina Key West, Curio Collection by Hilton
See all 1,757 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 , 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.

Popular places to visit

Key West Cemetery which includes cycling, a memorial and a cemetery

Key West Cemetery

Discover Key West’s most notable historic figures as you follow a walking trail through this enormous cemetery, home to more than 100,000 graves.

Key West Cemetery

Key West Historic Seaport

Find out about the history of Key West with a stop at Key West Historic Seaport. Discover the area's lively bars and its entertainment choices.

Key West Historic Seaport

We Cycle Key West

You can search for that perfect souvenir at We Cycle Key West during your trip to Key West.

We Cycle Key West

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

P2,806
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

P4,326
per adult
MIAMI: Key West Day Trip with Boating Options
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar

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

P5,562
per adult
74% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
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.