
Key West Adventure Vacation Packages

Best Key West Adventure packages
Price found within the past 48 hours. Click for updated prices.

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Price was $1,141, price is now $964 per person
$964
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
This place is a much better place to stay than places closer to the cruise ship pier or off or whitehead or duval
Reviewed on Sep 22, 2024

Ella's Cottages - Key West Historic Inns
Old Town Key West
Price was $1,577, price is now $1,252 per person
$1,252
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
We chose this historic inn based on central location to everything we wanted in less than 15 min. Front desk staff (Dwight and others) are fantastic and always willing to listen and provide assistance. Fort Zachary Taylor Beach Park is walkable - 25 min (beach water shoes recommended due to rocks). We didn't need to rent any transportation as it was easier for us to walk it out, so I can't comment on parking since I didn't use it (it is limited at most places). We felt very safe walking around, even at night. We used a taxi to and from Key West airport (both drivers familiar with this inn). Room is clean. Both night stands have power and USB charging outlets. Excellent daily room service and Sunshine Breakfast basket hand delivered to your room. Duval Loop bus stop 14 (free) in front of inn (bus route loop is an hour long and two buses running to ensure next bus in 30 min), so this is another convenient option if walking isn't your thing.
Reviewed on Dec 17, 2024

Parrot Key Hotel & Villas
Northside Resort
Price was $1,213, price is now $975 per person
$975
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
We had a great visit. The staff was amazing & very accommodating. The rooms were clean & bed was comfy! Will stay again
Reviewed on Oct 17, 2025
3 night Key West Adventure vacation packages with airfare
Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $892, price is now $547 per person
$547
per person
Feb 2 - Feb 5
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Blue Flamingo is an amazing a GEM in Key West, the location and property are simply fabulous, every employee always with a smile, cant mention all but will state Mr. Jose (Ambassador), Leidy, Irina, Skiff, David and all Waiters and Bartenders go over and beyond to make your stay memorable, Lobby and Reception, housekeepers, pool boys, all friendly and helpful. We will be back many times!
Reviewed on Nov 25, 2025

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,177, price is now $631 per person
$631
per person
Feb 2 - Feb 5
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
great property, transportation to key west great, missing an additional dining option. Everything else was fantastic
Reviewed on Sep 21, 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $1,345, price is now $856 per person
$856
per person
Feb 2 - Feb 5
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Billed me for parking when I didn’t have a car. Took several calls to try and resolve. Still haven’t received a refund. They were quick to take my money when I paid for the room but not so responsive in processing my refund.
Reviewed on Nov 1, 2025
4 night Key West Adventure vacation packages with flight
Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $1,140, price is now $682 per person
$682
per person
Feb 1 - Feb 5
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Blue Flamingo is an amazing a GEM in Key West, the location and property are simply fabulous, every employee always with a smile, cant mention all but will state Mr. Jose (Ambassador), Leidy, Irina, Skiff, David and all Waiters and Bartenders go over and beyond to make your stay memorable, Lobby and Reception, housekeepers, pool boys, all friendly and helpful. We will be back many times!
Reviewed on Nov 25, 2025

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,548, price is now $808 per person
$808
per person
Feb 1 - Feb 5
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
great property, transportation to key west great, missing an additional dining option. Everything else was fantastic
Reviewed on Sep 21, 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $1,724, price is now $1,083 per person
$1,083
per person
Feb 1 - Feb 5
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Billed me for parking when I didn’t have a car. Took several calls to try and resolve. Still haven’t received a refund. They were quick to take my money when I paid for the room but not so responsive in processing my refund.
Reviewed on Nov 1, 2025
5 night Key West Adventure vacation packages with airfare included
Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $1,402, price is now $816 per person
$816
per person
Feb 1 - Feb 6
just found
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Blue Flamingo is an amazing a GEM in Key West, the location and property are simply fabulous, every employee always with a smile, cant mention all but will state Mr. Jose (Ambassador), Leidy, Irina, Skiff, David and all Waiters and Bartenders go over and beyond to make your stay memorable, Lobby and Reception, housekeepers, pool boys, all friendly and helpful. We will be back many times!
Reviewed on Nov 25, 2025

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,957, price is now $1,004 per person
$1,004
per person
Feb 1 - Feb 6
just found
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
great property, transportation to key west great, missing an additional dining option. Everything else was fantastic
Reviewed on Sep 21, 2025

The Gardens Hotel
Old Town Key West
Price was $2,805, price is now $1,483 per person
$1,483
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Key West (EYW)
Book a stay at this business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Paradise in paradise. Truly beautiful grounds, very special place.
Reviewed on Sep 25, 2025
Adventure vacation packages for 6-7 nights
Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $1,785, price is now $1,007 per person
$1,007
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Blue Flamingo is an amazing a GEM in Key West, the location and property are simply fabulous, every employee always with a smile, cant mention all but will state Mr. Jose (Ambassador), Leidy, Irina, Skiff, David and all Waiters and Bartenders go over and beyond to make your stay memorable, Lobby and Reception, housekeepers, pool boys, all friendly and helpful. We will be back many times!
Reviewed on Nov 25, 2025

Oceans Edge Key West Resort, Hotel & Marina
Price was $2,740, price is now $1,349 per person
$1,349
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
great property, transportation to key west great, missing an additional dining option. Everything else was fantastic
Reviewed on Sep 21, 2025

The Gardens Hotel
Old Town Key West
Price was $3,467, price is now $1,869 per person
$1,869
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Key West (EYW)
Book a stay at this business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Paradise in paradise. Truly beautiful grounds, very special place.
Reviewed on Sep 25, 2025
Adventure hotels in Key West

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $263 total per night
$263 total
Dec 2 - Dec 3
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 dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
$254 nightly
The price is $286 total per night
$286 total
Nov 30 - Dec 1
Total with taxes and fees
Guests of Hyatt Centric Key West Resort and Spa have access to a marina, a full-service spa, and an outdoor pool. Self parking is offered for USD 40 per day. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and a business center.
Pool
Spa

Heron House Court - Adult Only
412 Frances St Key West FL
$134 nightly
The price is $150 total per night
$150 total
Nov 30 - Dec 1
Total with taxes and fees
At Heron House Court - Adult Only, guests have access to an outdoor pool, a rooftop terrace, and free WiFi in public areas. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a garden.
Pool
Free WiFi
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.
How much does it cost to fly to Key West?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
ORF
Norfolk Intl.
EYW
Key West Intl.
$95 Roundtrip, found 6 days ago
$95
Roundtrip
found 6 days ago
FLL
Fort Lauderdale - Hollywood Intl.
EYW
Key West Intl.
$95 Roundtrip, found 1 hour ago
$95
Roundtrip
found 1 hour ago
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
PHL
Philadelphia Intl.
EYW
Key West Intl.
$121 Roundtrip, found 3 days ago
$121
Roundtrip
found 3 days ago
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$154 Roundtrip, just found
$154
Roundtrip
just found
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