
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
Save 100% on your flight
Price was $1,089, price is now $653 per person
$653
per person
Feb 21 - Feb 24
found 4 hours ago
Roundtrip 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.
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025

Ella's Cottages - Key West Historic Inns
Old Town Key West
Price was $2,426, price is now $1,811 per person
$1,811
per person
Jan 21 - Jan 24
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

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Price was $1,613, price is now $1,207 per person
$1,207
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burlington (BTV) 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.
The rooms ideally could have been a bit cleaner. For instance vacuum underneath the furnishings. Great breakfast and the loft room
Was fantastic. Close to everything yet not in the congestion.
Reviewed on Jan 15, 2026
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
Save 100% on your flight
Price was $1,089, price is now $653 per person
$653
per person
Feb 21 - Feb 24
found 4 hours ago
Roundtrip 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.
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025

Ella's Cottages - Key West Historic Inns
Old Town Key West
Price was $2,426, price is now $1,811 per person
$1,811
per person
Jan 21 - Jan 24
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

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Price was $1,613, price is now $1,207 per person
$1,207
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burlington (BTV) 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.
The rooms ideally could have been a bit cleaner. For instance vacuum underneath the furnishings. Great breakfast and the loft room
Was fantastic. Close to everything yet not in the congestion.
Reviewed on Jan 15, 2026
4 night Key West Adventure vacation packages with flight
Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,608, price is now $1,039 per person
$1,039
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip 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.
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,082, price is now $1,365 per person
$1,365
per person
Feb 21 - Feb 25
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.
The rooms ideally could have been a bit cleaner. For instance vacuum underneath the furnishings. Great breakfast and the loft room
Was fantastic. Close to everything yet not in the congestion.
Reviewed on Jan 15, 2026

Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $1,651, price is now $1,189 per person
$1,189
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip 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
5 night Key West Adventure vacation packages with airfare included
Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $2,246, price is now $1,361 per person
$1,361
per person
Jan 21 - Jan 26
found 14 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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.
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $3,088, price is now $2,133 per person
$2,133
per person
Mar 24 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff 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

Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $2,029, price is now $1,402 per person
$1,402
per person
Jan 21 - Jan 26
found 14 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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
Adventure vacation packages for 6-7 nights
Price found within the past 48 hours. Click for updated prices.

Ibis Bay Beach Resort
Northside Resort
Save 100% on your flight
Price was $1,778, price is now $1,279 per person
$1,279
per person
Jan 21 - Jan 27
found 8 hours ago
Roundtrip flight included
Chicago (ORD) 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

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $2,854, price is now $1,693 per person
$1,693
per person
Jan 21 - Jan 27
found 8 hours ago
Roundtrip flight included
Chicago (ORD) 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.
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025

Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $2,190, price is now $1,513 per person
$1,513
per person
Jan 21 - Jan 27
found 8 hours ago
Roundtrip flight included
Chicago (ORD) 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
Adventure hotels in Key West

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
The price is $596 total per night
$596 total
per night
Jan 26 - Jan 27
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, tours or tickets, and luggage storage. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
The price is $635 total per night
$635 total
per night
Jan 19 - Jan 20
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 securing valuables, dry cleaning/laundry, and luggage storage. 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
The price is $404 total per night
$404 total
per night
Jan 20 - Jan 21
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.
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 10 hours ago
$102
Roundtrip
found 10 hours ago
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 9 hours ago
$110
Roundtrip
found 9 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$128 Roundtrip, found 7 hours ago
$128
Roundtrip
found 7 hours ago
CAK
Akron-Canton
EYW
Key West Intl.
$133 Roundtrip, found 2 days ago
$133
Roundtrip
found 2 days ago
ORF
Norfolk Intl.
EYW
Key West Intl.
$137 Roundtrip, found 7 hours ago
$137
Roundtrip
found 7 hours ago
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$159 Roundtrip, found 10 hours ago
$159
Roundtrip
found 10 hours ago
BDL
Bradley Intl.
EYW
Key West Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
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