Florida Keys Adventure Vacations
Book a Adventure Hotel + Flight or Car together to unlock savings
Top Adventure vacation packages in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Save 100% on your flight
Price was $1,188, price is now $849 per person
$849
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Miami (MIA)
8.8/10 Excellent! (1,275 reviews)
Beautiful relaxing place! The grounds were spotless! The staff was so accommodating! Our room was stocked with supplies that every traveler could need.
Reviewed on Jan 24, 2026
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,889, price is now $1,286 per person
$1,286
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The room was ok. There was a huge roach in the bathroom we killed
The waiter at the restaurant was horrible
Never check d on us once and when he brought the tab set it down talked but never even looked at us
Bet that a word and walked off
Reviewed on Jan 25, 2026
Cheeca Lodge & Spa
Matecumbe
Save 100% on your flight
Price was $2,477, price is now $1,726 per person
$1,726
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Miami (MIA)
9.2/10 Wonderful! (1,262 reviews)
This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot.
Reviewed on Jan 22, 2026
La Siesta Resort & Villas
Matecumbe
Save 100% on your flight
Price was $1,232, price is now $896 per person
$896
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Miami (MIA)
8.6/10 Excellent! (1,000 reviews)
Nice, spacious suite with an amazing waterfront view. The staff was incredibly warm and welcoming. Beautiful heated pool; I didn’t want to get out. The drinks at the tiki bar could’ve been improved. Lovely beachfront and walkable to several restaurants.
Reviewed on Jan 20, 2026
Tranquility Bay Beachfront Hotel and Resort
Save 100% on your flight
Price was $1,610, price is now $1,208 per person
$1,208
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Miami (MIA)
8.8/10 Excellent! (1,003 reviews)
The customer service and hospitality was exceptional.
Reviewed on Jan 25, 2026
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See all available trips from Columbus to Florida Keys
View all trips5* Adventure vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa
Matecumbe
Save 100% on your flight
Price was $2,477, price is now $1,726 per person
$1,726
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Miami (MIA)
9.2/10 Wonderful! (1,262 reviews)
This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot.
Reviewed on Jan 22, 2026
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all trips3 Night Adventure vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Save 100% on your flight
Price was $1,188, price is now $849 per person
$849
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Miami (MIA)
8.8/10 Excellent! (1,275 reviews)
Beautiful relaxing place! The grounds were spotless! The staff was so accommodating! Our room was stocked with supplies that every traveler could need.
Reviewed on Jan 24, 2026
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,889, price is now $1,286 per person
$1,286
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The room was ok. There was a huge roach in the bathroom we killed
The waiter at the restaurant was horrible
Never check d on us once and when he brought the tab set it down talked but never even looked at us
Bet that a word and walked off
Reviewed on Jan 25, 2026
Cheeca Lodge & Spa
Matecumbe
Save 100% on your flight
Price was $2,477, price is now $1,726 per person
$1,726
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Cedar Rapids (CID) to Miami (MIA)
9.2/10 Wonderful! (1,262 reviews)
This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot.
Reviewed on Jan 22, 2026
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all trips4 Night Adventure vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Save 100% on your flight
Price was $1,313, price is now $844 per person
$844
per person
Feb 25 - Mar 1
found 17 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
8.8/10 Excellent! (1,275 reviews)
Beautiful relaxing place! The grounds were spotless! The staff was so accommodating! Our room was stocked with supplies that every traveler could need.
Reviewed on Jan 24, 2026
Lime Tree Bay Resort
Save 100% on your flight
Price was $1,672, price is now $1,032 per person
$1,032
per person
Feb 25 - Mar 1
found 17 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
9.2/10 Wonderful! (1,091 reviews)
We stay one night but it was great. It was very clean and it had the space we need it. The front desk staff were friendly and welcoming. This is the 4th time we stay at The Lime Tree Bay Resort.
Reviewed on Jan 26, 2026
Cheeca Lodge & Spa
Matecumbe
Save 100% on your flight
Price was $3,252, price is now $2,122 per person
$2,122
per person
Mar 28 - Apr 1
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Miami (MIA)
9.2/10 Wonderful! (1,262 reviews)
This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot.
Reviewed on Jan 22, 2026
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all tripsFind awesome Florida Keys adventure vacations
How can I book the best Florida Keys adventure trips?
Choose your own adventure in Florida Keys, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.
How can I plan the perfect Florida Keys family adventure vacation?
Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Florida Keys. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.
Can I book all-inclusive Florida Keys adventure vacation packages?
By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.
Why should I book a Florida Keys adventure vacation for couples?
Book a Florida Keys couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.
How can I find the best deals on adventure packages in Florida Keys?
It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.
Can I book an adventure vacation package in Florida Keys with free cancellation and/or flexible dates?
Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.
Why should I book a Florida Keys adventure trip with Expedia?
Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.
Top Adventure Florida Keys Hotels
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
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 ...
8.6/10 Excellent! (3,008 reviews)
NA but view from restaurant on beach great
Reviewed on Jan 20, 2026
Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (1,008 reviews)
Beautiful place
Reviewed on Jan 14, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,300 reviews)
This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot.
Reviewed on Jan 22, 2026
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.