Key West Historic District Vacation Packages

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Top Holiday Package Deals in Key West Historic District

Price found within the past 48 hours. Click for updated prices.
May-Dee Suites

May-Dee Suites

2.5 out of 5
Hollywood Hills
Save 100% on your flight
per person
Jun. 1 - Jun. 6
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
9.4/10 Exceptional! (1,349 reviews)
This is a hidden jewel among the many overrated and over priced hotels/motels nearby. It was very clean and the staff are remarkable.

Reviewed on Apr. 28, 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
per person
Jul. 14 - Jul. 18
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8/10 Very Good! (1 review)
Amara Cay Resort

Amara Cay Resort

4 out of 5
Matecumbe
Save 100% on your flight
per person
Jun. 19 - Jun. 24
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.8/10 Excellent! (1,216 reviews)
Very nice lobby and pool area. Great service at bar and restaurant. AC in room was a bit noisy. Lighting in rooms was a little dark and the AC in gym could have been turned lower than 75. Staff was very nice, welcoming and always helpful. It is a beautiful hotel.

Reviewed on Apr. 29, 2025

Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Save 100% on your flight
per person
Jun. 19 - Jun. 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
5.8/10 (292 reviews)
The pool was nice, the condo was very basic but was fine. Until the pest control came to spray for roaches. We did not see any roaches during our stay but that did worry us for the rest of our stay. The building is aged but is in a good location.

Reviewed on Mar. 17, 2025

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Jun. 1 - Jun. 6
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8.6/10 Excellent! (1,010 reviews)
Ever think is perfect

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
3.5/5(8 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 CA $396 per night from May 27 to May 28
CA $396
CA $539 total
includes taxes & fees
May 27 - May 28
8.6/10 Excellent! (2,452 reviews)
"Great place to stay. Has it all. 3 pools, beach and more."

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 CA $683 per night from May 14 to May 15
CA $683
CA $859 total
includes taxes & fees
May 14 - May 15
9/10 Wonderful! (1,001 reviews)
"The property is amazing. Staff were all super friendly and accommodating. Love the Chart Room and the beach area. Will definitely be returning!"

Reviewed on Apr. 29, 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 CA $497 per night from May 26 to May 27
CA $497
CA $649 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 1,809 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Key West Historic District vacation package cost?
Less than you might think — from a low CA $427, 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

Duval Street

4.5/5(161 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

Mallory Square

4.5/5(148 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

Southernmost Point

4/5(160 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

CA $107
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

CA $137
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

CA $69
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
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.