Key West Vacation Packages

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Top Key West Flight + Hotel Deals

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Downtown Key West
Save 100% on your flightPrice was CA $3,501, price is now CA $2,418 per person
per person
Feb 7 - Feb 12
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
4.6/5 Wonderful! (1,000 reviews)
The cottage was great. It is a little dated. Very private, quiet, and plenty of room. The staff was great.

Reviewed on Nov. 19, 2021

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
Uptown - Upper Duval
Price was CA $2,432, price is now CA $2,121 per person
per person
Feb 7 - Feb 12
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
4/5 Very Good! (1,002 reviews)
Excellent stay. We will return next trip. Great breakfast. Clean pretty rooms. The lady at the check in rocked!

Reviewed on Dec. 2, 2021

Kimpton Lighthouse Hotel, an IHG Hotel

Kimpton Lighthouse Hotel, an IHG Hotel

3.5 out of 5
Key West Historic District
Price was CA $2,680, price is now CA $2,366 per person
per person
Feb 7 - Feb 12
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
4.5/5 Wonderful! (121 reviews)
The location was AMAZING! The room was super cute and we weren’t over charged at all which never happens. They completely honored our original price. The sink does not have counter space though, which isn’t a huge deal bc there are other places to set down toiletries. Overall, loved it💓

Reviewed on Nov. 30, 2021

Kimpton Winslow's Bungalows, an IHG Hotel

Kimpton Winslow's Bungalows, an IHG Hotel

4 out of 5
Key West Historic District
Price was CA $2,709, price is now CA $2,472 per person
per person
Feb 7 - Feb 12
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
4.5/5 Wonderful! (213 reviews)
excelente!!! love it!! charming!!

Reviewed on Nov. 16, 2021

Kimpton Fitch Lodge, an IHG Hotel

Kimpton Fitch Lodge, an IHG Hotel

3.5 out of 5
Historic Seaport
Price was CA $2,262, price is now CA $2,072 per person
per person
Feb 7 - Feb 12
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
4.3/5 Excellent! (82 reviews)
The hotel has all the necessities, but the amenities fall short a little. The pool is quite small and there is not much room for lounging next to the pool. Half of the hotel is split by a heavy traffic road so going to the lobby (for example to get the complimentary breakfast) is inconvenient.

Reviewed on Dec. 1, 2021

Top Hotels in 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 $326 per night from Dec 15 to Dec 15
4.3/5 Excellent! (1,595 reviews)
"Nice"

Reviewed on Dec. 2, 2021

Havana Cabana at Key West
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $472 per night from Dec 6 to Dec 6
4.5/5 Wonderful! (2,391 reviews)
"The room decor"

Reviewed on Nov. 29, 2021

Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $447 per night from Dec 5 to Dec 5
4.5/5 Wonderful! (834 reviews)
"Stayed there 4 nights in the end of Nov, 2021. We had a one bed suite. This was a very roomie and great for audits with a kid. Room looks like newly renovated with a very bring bathroom. This was big plus and the construction was done already before we went there. 2 mins walk to the beach. Def recommend ..."

Reviewed on Dec. 1, 2021

Margaritaville Beach House Key West
See all 2096 properties in Key West
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.

Top things to do in Key West

Image for Key West Express Day Trip from Miami

Key West Express Day Trip from Miami

CA $99
Per adult
86% of travellers recommend
Key West Express Day Trip from Miami
Image for Power Adventure: All-day Watersports

Power Adventure: All-day Watersports

CA $268
Per adult
94% of travellers recommend
Power Adventure: All-day Watersports
Image for Key West Champagne Sunset Sail

Key West Champagne Sunset Sail

CA $65
Per adult
92% of travellers recommend
Key West Champagne Sunset Sail
See all activities in Key West

Key West Beach Vacation

Kick back and relax on the shore and watch the sunlight twinkling on the water during your Key West vacation. If you're looking for the perfect beach experience, a trip to Key West sure does deliver. You've probably heard about Smathers Beach (3 kilometres away). We recommend checking out accommodations nearby. However, a lot of visitors also choose Key West vacation deals near South Beach or Higgs Beach, two other excellent nearby options.

Things You Should Know About Key West

  • Choosing a hotel near the water means crisp sea breezes and long walks along the shoreline at sunset. Cast your eye over our Key West beach hotels and see what you can find.
  • Lots of travelers also choose to base themselves in private vacation homes here. 3br W/ Pool & Chefs Kitchen 3 Bedroom Home and Mermaid Manor Apartment 4 are a few places that'll make your stay comfortable.
  • Alternatively, go for one of our All-Inclusive hotels in Key West. They make it easy to budget. Leave your credit card safely in your room and enjoy the freedom that comes with the all-inclusive way of vacationing.
  • Our Key West things to do page is a good place to begin planning your trip to Key West. After you arrive, strike up a conversation with one of the 25,800 locals to discover even more.
  • Ernest Hemingway Home and Museum is one big sight you need to see here. For plenty of other great travel plan ideas, check out our Key West vacation deals.

Frequently asked questions

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