Key Haven Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Key Haven Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Key West Historic District
Price was CA $3,218, price is now CA $2,399 per person
CA $2,399
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,033 reviews)

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Save 100% on your flight
Price was CA $6,766, price is now CA $4,521 per person
CA $4,521
per person
Jan 22 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.8/10 Exceptional! (1,006 reviews)
Wonderful location, great room, cozy property. Check in and out was very easy. Would definitely stay here again the next time Im in Key West

Reviewed on Nov 8, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $3,522, price is now CA $2,534 per person
CA $2,534
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,311 reviews)
Loved staying at The Perry Hotel. Plenty of amenities to keep you busy on site (multiple restaurant/bar options), beautiful pool and marina and a very helpful concierge. The shuttle service into Old Town was very convenient.

Reviewed on Nov 13, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Price was CA $4,838, price is now CA $3,522 per person
CA $3,522
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Stunning, I dont have to say anymore

Reviewed on Nov 10, 2026

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
Price was CA $4,137, price is now CA $3,086 per person
CA $3,086
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
Always enjoy our stay here. The drink selection at the bar are fantastic and the drinks themselves are delicious. Very clean property. A lot of attention to detail here

Reviewed on Nov 12, 2026

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Key Haven Hotel Deals

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $327 per night from Dec 9 to Dec 10
CA $327
CA $458 total
Dec 9 - Dec 10
includes taxes & fees
Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Nov 30 to Dec 1
CA $171
CA $283 total
Nov 30 - Dec 1
includes taxes & fees
Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Nov 15 to Nov 16
CA $179
CA $281 total
Nov 15 - Nov 16
includes taxes & fees
8.6/10 Excellent! (2,797 reviews)
"Todo estaba en buenas condiciones y limpio. Valoración precio calidad ."

Reviewed on Nov 14, 2026

Blue Flamingo Resort Key West
See all 3,110 properties in Key Haven
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 Haven vacation package cost?
Our Key Haven packages, which start from as low as CA $2,399, are the easiest way to save money. Pick and choose your favorite hotels, flights and more to create a personalized escape.
How do I get a cheap travel package to Key Haven?
If you love getting an amazing deal, combine your bookings into a Key Haven vacation package. Whether you're looking for flights, hotels, tours or rental cars, you can browse and book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 hotels worldwide to select from. Fly with who you want, stay wherever you like and save a packet — now that's the ideal getaway!
What are the top hotels in Key Haven?
If this will be your first time in Key Haven, book a room at Luxurious, Elegant Home or Modern Keys. Both offer comfy beds and are popular options with many travelers.
How far in advance should I book my Key Haven vacation?
To score rock-bottom prices, book early. Airlines typically release flights, along with some of the lowest fares, around a year prior to departure. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway in Key Haven, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Key Haven travel package include?
Expedia has everything you need to lock in Key Haven getaway, but what your package looks like is entirely up to you. Pick from a combination of rental cars, flights and hotels. In search of some activities or tours to keep you busy? Once you've made your booking, you can add them on too. No matter your budget, there's a vacation package to match your needs.
What should I know before booking a Key Haven travel package?
Get set to save with an Expedia travel package. Combine your airfares, rental cars and hotels and score great discounts. Hotels aren't your only option, though. Book with us and select from beachfront villas, city apartments and just about everything in between!
Can I choose my airline with a Key Haven Expedia vacation package?
With a vacation package, you're the boss. Whether you're eager to fly to Key Haven in economy or business class, simply select from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Key Haven vacation package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've booked your Key Haven vacation package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.