Sunset Key Vacation Packages

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Top Sunset Key vacation package deals

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Havana Cabana at Key West
4.0-star property

Havana Cabana at Key West

New Town
8.8/10 Excellent! (1,726 reviews)

Aug 1 - Aug 7

6 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
We love this resort second time we stayed here and will stay again next time we go!

Reviewed on Mar 9, 2025

Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

8.8/10 Excellent! (1,672 reviews)

Aug 1 - Aug 7

6 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Beauty Property. Excellent Staff

Reviewed on Dec 14, 2024

The Perry Hotel & Marina Key West
4.0-star property

The Perry Hotel & Marina Key West

9.4/10 Exceptional! (1,009 reviews)

Aug 1 - Aug 7

6 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Excellent facility. The on site personnel were fabulous and the shuttle service is more than adequate.

Reviewed on Jan 5, 2025

Southernmost Beach Resort and Guesthouses
4.0-star property

Southernmost Beach Resort and Guesthouses

Old Town Key West
8.8/10 Excellent! (2,510 reviews)

Aug 1 - Aug 7

6 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Expansive resort and great location on the southern end. Clean with pleasant and helpful staff.

Reviewed on Jun 16, 2025

The Grand Guesthouse
2.5-star property

The Grand Guesthouse

Old Town Key West
9.6/10 Exceptional! (1,001 reviews)

Aug 18 - Aug 23

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 6 hours ago
Fantastic host in historic district. Loved the location. Took great care of us!!!

Reviewed on Feb 28, 2025