
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 $1,316, price is now $863 per person
$863
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 Southernmost Point and Duval Street 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

Orchid Key Inn - Adults Only
Old Town Key West
Price was $1,410, price is now $927 per person
$927
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Highly recommend,great location,awesome staff!
Reviewed on Jan 2, 2026

Almond Tree Inn Hotel - Adults Only
Old Town Key West
Price was $1,426, price is now $938 per person
$938
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Danni, Rodolfo, Cary, Jack were amazing! Very kind, courteous and helpful with recommendations to restaurants etc. Clean rooms, comfortable bed you fall into a deep sleep. Amazing poolside room. Delightful breakfast, quick foods like fruit, parfaits with yogurt, bagels, boiled eggs, deli meats and cheese. Absolutely perfect!
Reviewed on Apr 28, 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
Price was $1,316, price is now $863 per person
$863
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 Southernmost Point and Duval Street 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

Orchid Key Inn - Adults Only
Old Town Key West
Price was $1,410, price is now $927 per person
$927
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Highly recommend,great location,awesome staff!
Reviewed on Jan 2, 2026

Almond Tree Inn Hotel - Adults Only
Old Town Key West
Price was $1,426, price is now $938 per person
$938
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Danni, Rodolfo, Cary, Jack were amazing! Very kind, courteous and helpful with recommendations to restaurants etc. Clean rooms, comfortable bed you fall into a deep sleep. Amazing poolside room. Delightful breakfast, quick foods like fruit, parfaits with yogurt, bagels, boiled eggs, deli meats and cheese. Absolutely perfect!
Reviewed on Apr 28, 2026
4 night Key West Adventure vacation packages with flight
Price found within the past 48 hours. Click for updated prices.

Almond Tree Inn Hotel - Adults Only
Old Town Key West
Price was $1,205, price is now $921 per person
$921
per person
Jun 16 - Jun 20
found 24 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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 pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Danni, Rodolfo, Cary, Jack were amazing! Very kind, courteous and helpful with recommendations to restaurants etc. Clean rooms, comfortable bed you fall into a deep sleep. Amazing poolside room. Delightful breakfast, quick foods like fruit, parfaits with yogurt, bagels, boiled eggs, deli meats and cheese. Absolutely perfect!
Reviewed on Apr 28, 2026

Heron House Court - Adult Only
Key West Historic District
Price was $1,407, price is now $1,034 per person
$1,034
per person
Jun 21 - Jun 25
found 23 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Pool was not clean or usable. Misleading access to porch or deck from room.
Reviewed on May 18, 2026

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,528, price is now $1,128 per person
$1,128
per person
Jun 16 - Jun 20
found 24 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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 Southernmost Point and Duval Street 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
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 $942, price is now $656 per person
$656
per person
Jul 17 - Jul 22
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 Southernmost Point and Duval Street 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 $1,341, price is now $889 per person
$889
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Southernmost Point are located nearby.
The staff were absolutely amazing! Everyone was super friendly. The breakfast was at One Duval was very good! The beach was great! We lived this place and DEFINITELY will return here!
Reviewed on May 15, 2026

The Gardens Hotel
Old Town Key West
Save 100% on your flight
Price was $1,403, price is now $996 per person
$996
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Southernmost Point 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.

Oceans Edge Key West Resort, Hotel & Marina
Price was $1,465, price is now $1,076 per person
$1,076
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) 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 Southernmost Point and Duval Street 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

Almond Tree Inn Hotel - Adults Only
Old Town Key West
Save 100% on your flight
Price was $1,650, price is now $1,209 per person
$1,209
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Danni, Rodolfo, Cary, Jack were amazing! Very kind, courteous and helpful with recommendations to restaurants etc. Clean rooms, comfortable bed you fall into a deep sleep. Amazing poolside room. Delightful breakfast, quick foods like fruit, parfaits with yogurt, bagels, boiled eggs, deli meats and cheese. Absolutely perfect!
Reviewed on Apr 28, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $1,646, price is now $1,237 per person
$1,237
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) 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 Southernmost Point and Duval Street are located nearby.
The resort was very nice. The pools were great and the room was updated and clean. Great location on Duval Street. Highly recommend.
Reviewed on May 22, 2026
Adventure hotels in Key West

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$269 nightly
The price is $302 total per night
$302 total
Jun 22 - Jun 23
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, 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
$261 nightly
The price is $294 total per night
$294 total
Jun 21 - Jun 22
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 tours or tickets, securing valuables, and dry cleaning/laundry. 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
$159 nightly
The price is $179 total per night
$179 total
Jul 13 - Jul 14
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.
TPA
Tampa Intl.
EYW
Key West Intl.
$82 Roundtrip, found 2 hours ago
$82
Roundtrip
found 2 hours ago
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
ORF
Norfolk Intl.
EYW
Key West Intl.
$138 Roundtrip, found 2 days ago
$138
Roundtrip
found 2 days ago
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$139 Roundtrip, found 2 days ago
$139
Roundtrip
found 2 days ago
CAK
Akron-Canton
EYW
Key West Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
MSY
Louis Armstrong New Orleans Intl.
EYW
Key West Intl.
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
PVD
T.F. Green
EYW
Key West Intl.
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
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