Lower Florida Keys Adventure Vacations

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Flight and Adventure hotel deals in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
CA $1,002
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,371 reviews)
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

CA $1,374
per person
Sep 22 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Would definately return

Reviewed on Aug 13, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
CA $3,385
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
The lodging itself was clean and the staff great! We enjoyed our stay. All the chickens, seagulls and pigeons outside on everything was a little gross.

Reviewed on Aug 12, 2026

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

Key West Historic District
CA $2,150
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
After a few different stays in the keys, I wanted to splurge and booked the Ocean Key. I cannot boast on this property enough. Location, bar none. Staff, incredible from front desk to valet to bar staff. The room, Breathtaking. The food at every meal was delicious and drinks are always on point. 11/10 and my new regular stay in Key West

Reviewed on Aug 10, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $3,109
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
Great location . Hotel was very nice and I would stay there again . However The resort fee is pretty steep and doesn’t really get you anything….

Reviewed on Aug 9, 2026

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3 Night Adventure holidays in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

CA $912
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Would definately return

Reviewed on Aug 13, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $1,948
per person
Oct 23 - Oct 26
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
Great location . Hotel was very nice and I would stay there again . However The resort fee is pretty steep and doesn’t really get you anything….

Reviewed on Aug 9, 2026

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
CA $1,002
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,371 reviews)
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4 Night Adventure holidays in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

Old Town Key West
CA $1,316
per person
Sep 23 - Sep 27
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (971 reviews)
Me gusto todo, esta hermoso y muy centrico

Reviewed on Aug 11, 2026

Coconut Beach Resort

Coconut Beach Resort

Old Town Key West
CA $1,727
per person
Sep 23 - Sep 27
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (212 reviews)
The Key West Hotel

The Key West Hotel

Key West Historic District
CA $2,104
per person
Sep 23 - Sep 27
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!

Reviewed on Jul 27, 2026

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Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $63
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $78
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

CA $85
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
See all activities in Lower Florida Keys

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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.