Florida Keys Adventure Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Adventure vacation packages in Florida Keys
- Creekside Inn
Oct 17 - Oct 22Creekside Inn + Flight
Tavernier5 nights2.5 star property7.8/10 - Good (1,009 reviews)Roundtrip • Toronto (YYZ) - Miami (MIA)YYZ - FLL • Nonstop FLL - YYZ • NonstopCA $953CA $760found 11 hours agoper traveller - Isla Bella Beach Resort & Spa
Oct 11 - Oct 17Isla Bella Beach Resort & Spa + Flight
Marathon6 nights5.0 star property9.2/10 - Wonderful (1,210 reviews)Roundtrip • Vancouver (YVR) - Miami (MIA)YVR - MIA • 1 stop MIA - YVR • 1 stopCA $2,432CA $1,742found 10 hours agoper traveller - Hawks Cay Resort
Oct 11 - Oct 17Hawks Cay Resort + Flight
Marathon6 nights4.0 star property8.2/10 - Very good (1,001 reviews)Roundtrip • Vancouver (YVR) - Miami (MIA)YVR - MIA • 1 stop MIA - YVR • 1 stopCA $2,318CA $1,733found 10 hours agoper traveller - Lighthouse Hotel - Key West Historic Inns
Oct 4 - Oct 9Lighthouse Hotel - Key West Historic Inns + Flight
Old Town Key West5 nights3.5 star property9.0/10 - Wonderful (969 reviews)"Location and location. It's right there, next to the Duval str. and more nice activity around. Front desk Laura helped us with a lot of good information's about Key West."Reviewed July 30, 2026Roundtrip • Montreal (YMQ) - Key West (EYW)YUL - EYW • 1 stop EYW - YUL • 1 stopCA $1,933CA $1,519found 19 hours agoper traveller - The Perry Hotel & Marina Key West
Sept 3 - Sept 7The Perry Hotel & Marina Key West + Flight
Stock Island4 nights4.0 star property9.4/10 - Exceptional (1,307 reviews)Roundtrip • Toronto (YTO) - Key West (EYW)YYZ - FLL • Nonstop MIA - YYZ • 1 stopCA $1,156CA $919found 1 day agoper traveller
Discover the most popular places to visit in Florida Keys
What to do in Florida Keys
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key Largo Coral Reef Glass Bottom Boat Adventure
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Top Adventure Florida Keys Hotels
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
Margaritaville Beach House Key West
Margaritaville Beach House Key West
Find 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.
What types of mountain accommodations are available in Florida Keys?
5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Florida Keys. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.