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

Oceans Edge Key West Resort, Hotel & Marina
Price was $543, price is now $410 per person
$410
per person
Nov 17 - Nov 20
found 21 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
Stay at this 4-star 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

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
Price was $920, price is now $627 per person
$627
per person
Nov 17 - Nov 20
found 21 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach are located nearby.
Great Property and Staff. Rooms were very clean and housekeeping did a great job. Lot of rooms with actual view and beach access was amazing. Highly recommend.
Reviewed on Aug 22, 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $704, price is now $526 per person
$526
per person
Nov 17 - Nov 20
found 21 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and South Beach are located nearby.
We visited in July and were able to upgrade to an oceanfront room with a balcony. If you get the chance, it’s worth it! Pools are beautiful and food and drinks are offered poolside. The view was incredible! The staff were all incredibly accommodating and friendly!! We can’t wait to come back!!
Reviewed on Aug 1, 2025
3 night Key West Adventure vacation packages with airfare
Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina
Price was $543, price is now $410 per person
$410
per person
Nov 17 - Nov 20
found 21 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
Stay at this 4-star 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

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
Price was $920, price is now $627 per person
$627
per person
Nov 17 - Nov 20
found 21 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach are located nearby.
Great Property and Staff. Rooms were very clean and housekeeping did a great job. Lot of rooms with actual view and beach access was amazing. Highly recommend.
Reviewed on Aug 22, 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $704, price is now $526 per person
$526
per person
Nov 17 - Nov 20
found 21 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and South Beach are located nearby.
We visited in July and were able to upgrade to an oceanfront room with a balcony. If you get the chance, it’s worth it! Pools are beautiful and food and drinks are offered poolside. The view was incredible! The staff were all incredibly accommodating and friendly!! We can’t wait to come back!!
Reviewed on Aug 1, 2025
4 night Key West Adventure vacation packages with flight
Price found within the past 48 hours. Click for updated prices.

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,283, price is now $861 per person
$861
per person
Dec 18 - Dec 22
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the property condition 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

Orchid Key Inn - Adults Only
Old Town Key West
Price was $1,820, price is now $1,234 per person
$1,234
per person
Oct 19 - Oct 23
just found
Roundtrip non-stop flight included
Augusta (AGS) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Loved it!! we will be back!
Reviewed on Oct 10, 2025

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,515, price is now $1,031 per person
$1,031
per person
Dec 18 - Dec 22
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
This is a wonderful resort in Key West that has great amenities and located on Duval Street! Highly recommend.
Reviewed on Jun 24, 2025
5 night Key West Adventure vacation packages with airfare included
Price found within the past 48 hours. Click for updated prices.

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,358, price is now $896 per person
$896
per person
Nov 17 - Nov 22
found 3 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the property condition 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

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,794, price is now $1,163 per person
$1,163
per person
Nov 17 - Nov 22
found 3 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
This is a wonderful resort in Key West that has great amenities and located on Duval Street! Highly recommend.
Reviewed on Jun 24, 2025

Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,630, price is now $1,083 per person
$1,083
per person
Nov 17 - Nov 22
found 3 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Stay at this 3.5-star 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
Adventure vacation packages for 6-7 nights
Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina
Price was $1,318, price is now $866 per person
$866
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this 4-star 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

Ibis Bay Beach Resort
Northside Resort
Price was $1,555, price is now $1,088 per person
$1,088
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Room was very small. Window shade wouldn't block the light beaming in my window all night. Not that big of a deal though, i wasn't there for the room. The beach was pretty much rock, so that wasn't great. The facilities offer plenty for you. Bar, restaurant, boat rentals. Tours. My favorite was probably be the hammocks a plenty
Reviewed on Jul 15, 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $1,939, price is now $1,387 per person
$1,387
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and South Beach are located nearby.
We visited in July and were able to upgrade to an oceanfront room with a balcony. If you get the chance, it’s worth it! Pools are beautiful and food and drinks are offered poolside. The view was incredible! The staff were all incredibly accommodating and friendly!! We can’t wait to come back!!
Reviewed on Aug 1, 2025
Adventure hotels in Key West

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
$234 nightly
The price is $264 total per night
$264 total
Oct 29 - Oct 30
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, concierge services, and luggage storage. 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
$240 nightly
The price is $270 total per night
$270 total
Oct 15 - Oct 16
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, securing valuables, and tours or tickets. 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
$139 nightly
The price is $156 total per night
$156 total
Oct 16 - Oct 17
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 concierge services 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.
FLL
Fort Lauderdale - Hollywood Intl.
EYW
Key West Intl.
$110 Roundtrip, found 6 days ago
$110
Roundtrip
found 6 days ago
TPA
Tampa Intl.
EYW
Key West Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
MCO
Orlando Intl.
EYW
Key West Intl.
$122 Roundtrip, just found
$122
Roundtrip
just found
CAK
Akron-Canton
EYW
Key West Intl.
$133 Roundtrip, found 2 days ago
$133
Roundtrip
found 2 days ago
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$162 Roundtrip, found 5 hours ago
$162
Roundtrip
found 5 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
PIT
Pittsburgh Intl.
EYW
Key West Intl.
$181 Roundtrip, found 4 hours ago
$181
Roundtrip
found 4 hours ago
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