Sunset Key Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Sunset Key vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.5-star property
Ibis Bay Beach Resort
Northside Resort
8.2/10 Very Good! (2,289 reviews)
Aug 20 - Aug 26
6 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,258, price is now $821 per person
$821
per person
found 1 day ago
No shuttle services.
You have to take taxi or rent transportation.
Reviewed on Jul 20, 2026
3.0-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (559 reviews)
Aug 20 - Aug 26
6 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,473, price is now $1,653 per person
$1,653
per person
found 1 day ago
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on Jun 7, 2026
4.0-star property
The Gardens Hotel
Old Town Key West
9.8/10 Exceptional! (1,005 reviews)
Sep 20 - Sep 25
5 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,716, price is now $1,235 per person
$1,235
per person
found 1 day ago
We loved everything about this place from the charm and character of the house and rooms to the staff and all the amenities. 5 STAR PLACE and only a block from Devall.
Reviewed on Jul 14, 2026
4.0-star property
The Perry Hotel & Marina Key West
9.4/10 Exceptional! (1,282 reviews)
Aug 20 - Aug 26
6 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Price was $1,090, price is now $821 per person
$821
per person
found 1 day ago
very good hotel for the price and excellent marina
Reviewed on Jul 20, 2026
Top rated hotels for your Sunset Key vacation package
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
3.88 mi from Sunset Key
$202 nightly
The price is $227 total per night
$227 total
Aug 17 - Aug 18
Total with taxes and fees
Guests of Beachside Resort & Residences have access to a private beach, a marina, and an outdoor pool. If you drive, self parking is USD 25.00 per night, and there's also a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a hot tub.
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
1.44 mi from Sunset Key
$210 nightly
The price is $237 total per night
$237 total
Aug 18 - Aug 19
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
3.84 mi from Sunset Key
$155 nightly
The price is $174 total per night
$174 total
Aug 18 - Aug 19
Total with taxes and fees
Guests staying at Hilton Garden Inn Key West / The Keys Collection enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, self parking is USD 15 per day, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and tours or tickets. Additional amenities include a hot tub, meeting rooms, and a business center.
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.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$45
per adult
94% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
$27
per adult
90% of travellers recommend
Key West Mangrove Kayak Eco Tour
$80
per adult
100% of travellers recommend