Top Adventure vacation packages in Key West

Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina

per person

Oct 17 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (1,710 reviews)

The front desk help were excellent. Told me about the amenities, they texted me to see if we needed anything. We had a bit of rain and I received another text letting me know about things to do In the rain at the resort and in town . So thoughtful. I would recommend this resort highly . I definitely will go stay any.

Reviewed on Aug 17, 2025

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Save 100% on your flight

per person

Oct 17 - Oct 20

found 8 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Key West (EYW)

8.4/10 Very Good! (269 reviews)

Beautiful and clean facility. Customer service is excellent

Reviewed on Aug 17, 2025

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

per person

Oct 17 - Oct 20

found 8 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Key West (EYW)

9/10 Wonderful! (1,014 reviews)

Great hotel. Only a few in Keywest with an actual beachfront

Reviewed on Aug 13, 2025

Southernmost Beach Resort and Guesthouses

Old Town Key West

per person

Oct 17 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.6/10 Excellent! (2,662 reviews)

Food and drinks are expensive but good. Not much in terms of entertainment at the resort but there are multiple pools to explore.

Reviewed on Aug 17, 2025

The Reach Key West, Curio Collection by Hilton

Old Town Key West

per person

Oct 17 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.4/10 Very Good! (1,013 reviews)

The bed had springs that stuck us nightly.

Reviewed on Aug 11, 2025

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See all available trips from Columbus to Key West

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3 Night Adventure vacations in Key West

Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina

per person

Oct 17 - Oct 20

found 8 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Key West (EYW)

9/10 Wonderful! (1,710 reviews)

The front desk help were excellent. Told me about the amenities, they texted me to see if we needed anything. We had a bit of rain and I received another text letting me know about things to do In the rain at the resort and in town . So thoughtful. I would recommend this resort highly . I definitely will go stay any.

Reviewed on Aug 17, 2025

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Save 100% on your flight

per person

Oct 17 - Oct 20

found 8 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Key West (EYW)

8.4/10 Very Good! (269 reviews)

Beautiful and clean facility. Customer service is excellent

Reviewed on Aug 17, 2025

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

per person

Oct 17 - Oct 20

found 8 hours ago

Roundtrip non-stop flight included

Austin (AUS) to Key West (EYW)

8.6/10 Excellent! (2,662 reviews)

Food and drinks are expensive but good. Not much in terms of entertainment at the resort but there are multiple pools to explore.

Reviewed on Aug 17, 2025

Don't see what you're looking for?

See all available trips from Columbus to Key West

View all trips

4 Night Adventure vacations in Key West

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

per person

Oct 17 - Oct 21

found 2 hours ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (768 reviews)

Room was tight but more importantly dirty. The floor in the bathroom was grimy and the shower moldy.

Reviewed on Aug 13, 2025

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Save 100% on your flight

per person

Oct 17 - Oct 21

found 1 hour ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.4/10 Very Good! (269 reviews)

Beautiful and clean facility. Customer service is excellent

Reviewed on Aug 17, 2025

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

per person

Oct 17 - Oct 21

found 1 hour ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (1,014 reviews)

Great hotel. Only a few in Keywest with an actual beachfront

Reviewed on Aug 13, 2025

Don't see what you're looking for?

See all available trips from Columbus to Key West

View all trips

How can I book the best Key West adventure trips?

Choose your own adventure in Key West, 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 Key West family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Key West. 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 Key West 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 Key West adventure vacation for couples?

Book a Key West 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 Key West?

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 Key West 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 Key West 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 Key West Hotels

Southernmost Beach Resort and Guesthouses

1319 Duval Street, Key West, FL

11 min walk from Duval Street

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. ...

8.6/10 Excellent! (2,670 reviews)

"Beautiful large resort! Loved all the pools and dining options. Try the fish tacos!!"

Reviewed on Aug 14, 2025

Hyatt Centric Key West Resort and Spa

601 Front St, Key West, FL

11 min walk from Duval Street

Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...

8.8/10 Excellent! (1,000 reviews)

"Nice location and property"

Reviewed on Aug 14, 2025

Heron House Court - Adult Only

412 Frances St, Key West, FL

11 min walk from Duval Street

Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...

8.8/10 Excellent! (1,003 reviews)

"Was a quint little place that was quiet and close to the water Very friendly and accommodating."

Reviewed on Aug 11, 2025

See all 2,720 properties in Key West

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.