Raccoon Key Adventure Vacations

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Flight and Adventure hotel deals in Raccoon Key

Price found within the past 48 hours. Click for updated prices.
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
CA $1,518
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We had a great time at the Southernmost House. The staff was extremely kind, helpful, and friendly. The food at the bar that we had for breakfast and lunch was fantastic. The house was charming, and while it needs some updating, the staff is actively working to improve the property. We always had a place to park our golf cart and any issue we had was solved quickly. The location was great and we would definitely stay there again.

Reviewed on Aug 20, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $4,751
per person
Nov 3 - Nov 9
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

CA $2,892
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Key West (EYW)
9.4/10 Exceptional! (1,329 reviews)
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
CA $3,331
per person
Nov 3 - Nov 9
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Key West (EYW)
9.2/10 Wonderful! (1,389 reviews)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
CA $3,785
per person
Nov 3 - Nov 9
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Key West (EYW)
8.8/10 Excellent! (3,469 reviews)
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3 Night Adventure holidays in Raccoon Key

Price found within the past 48 hours. Click for updated prices.
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
CA $1,518
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We had a great time at the Southernmost House. The staff was extremely kind, helpful, and friendly. The food at the bar that we had for breakfast and lunch was fantastic. The house was charming, and while it needs some updating, the staff is actively working to improve the property. We always had a place to park our golf cart and any issue we had was solved quickly. The location was great and we would definitely stay there again.

Reviewed on Aug 20, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $2,137
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
Pier House Resort & Spa

Pier House Resort & Spa

Key West Historic District
CA $1,593
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,258 reviews)
We loved our stay! Within walking distance to so much, the grounds felt tropical and the private beach was a definite plus. Good food and drink options too.

Reviewed on Aug 23, 2026

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4 Night Adventure holidays in Raccoon Key

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 $1,222
per person
Oct 28 - Nov 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (971 reviews)
Great location and great hotel!

Reviewed on Aug 23, 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
CA $4,314
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

CA $1,930
per person
Oct 28 - Nov 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,176 reviews)
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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 Raccoon Key

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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.