Key West Historic District Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 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

Top Holiday Package Deals in Key West Historic District

Price found within the past 48 hours. Click for updated prices.
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Price was CA $881, price is now CA $472 per person
CA $472
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Miami (MIA)
8.8/10 Excellent! (1,156 reviews)
We had a wonderful time here. It was very family friendly with the lazy river, pool and easy beach access. They had fun events like a kids glow party with spelling bee and coconut race. My daughter had a blast. The staff were beyond accommodating, especially Andrew by the pool, Jean by the beach and Donte. I don’t have some of the names but everyone spoiled my daughter with fruit and ice cream any room she walked into and made her feel like a princess. We would definitely come back!

Reviewed on Aug. 20, 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
Price was CA $22,592, price is now CA $10,212 per person
CA $10,212
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Miami (MIA)
8/10 Very Good! (1 review)
Riverside Hotel

Riverside Hotel

3.5 out of 5
East Fort Lauderdale
Price was CA $1,376, price is now CA $699 per person
CA $699
per person
Oct 28 - Oct 31
found 16 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Miami (MIA)
9/10 Wonderful! (2,473 reviews)
First time there. Definitely will return.

Reviewed on Aug. 19, 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was CA $1,715, price is now CA $888 per person
CA $888
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Miami (MIA)
8.2/10 Very Good! (911 reviews)
Had a great stay here . Very nice clean place . Would definitely recommend. Thanks Eric ( Day Manager )

Reviewed on Aug. 20, 2025

Embassy Suites by Hilton Deerfield Beach Resort & Spa

Embassy Suites by Hilton Deerfield Beach Resort & Spa

3.5 out of 5
Price was CA $1,524, price is now CA $853 per person
CA $853
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.4/10 Very Good! (1,034 reviews)
Good hotel in front of the beach, big rooms comfortable

Reviewed on Aug. 20, 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
Default Image

Old Town Key West

3 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 and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $235 per night from Sep 4 to Sep 5
CA $235
CA $358 total
Sep 4 - Sep 5
includes taxes & fees
8.6/10 Excellent! (2,697 reviews)
Great location and fun vibe
"This resort has the perfect location, located at the southern most tip and end of Duval. Check in was easy and our room overlooked the Pineapple pool and bar, which made for fun evenings sitting on our balcony. The only downside to this resort was I felt the room was a little outdated and the bathroom ..."

Reviewed on Aug. 20, 2025

Southernmost Beach Resort and Guesthouses
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 $255 per night from Sep 4 to Sep 5
CA $255
CA $378 total
Sep 4 - Sep 5
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Excellent service. Friendly and helpful staff. The room was clean and spotless. I like the view from our room. I was offered an upgrade. Easy access to ocean and pool. I will stay here again with my family. They have my full recommendation."

Reviewed on Aug. 18, 2025

Hyatt Centric Key West Resort and Spa
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 CA $295 per night from Aug 28 to Aug 29
CA $295
CA $415 total
Aug 28 - Aug 29
includes taxes & fees
8.2/10 Very Good! (300 reviews)
"The staff and service is exemplary. Ask for Nicole and Marsha at the Dorada beach bar. Both are awesome bartenders and great people!!!"

Reviewed on Aug. 19, 2025

Casa Marina Key West, Curio Collection by Hilton
See all 1,730 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 $472, 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

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

Southernmost Point

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

Southernmost Point
Mallory Square

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

CA $55
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

CA $136
per adult
74% of travellers recommend
Full-Day Key West Tour and Coral Reef Snorkeling with Open Bar
MIAMI: Key West Day Trip with Boating Options

MIAMI: Key West Day Trip with Boating Options

CA $136
per adult
MIAMI: Key West Day Trip with Boating Options
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.