Raccoon Key Adventure Vacations

Book a Adventure Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Adventure vacation packages in Raccoon Key

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

The Gardens Hotel

Old Town Key West
Save 100% on your flight
$1,162
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
This was our first time at the Garden House and we LOVED it! Everything about the place was outstanding. So much, that we booked again to stay there in October, 2026. The staff, drinks, food, grounds....Everything is just wonderful.l

Reviewed on Sep 8, 2026

Lighthouse Suites Collection

Lighthouse Suites Collection

Old Town Key West
$1,208
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
No reviews
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
Save 100% on your flight
$2,092
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
$2,036
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Great location! Close to everything! 56 dollar a day resort fee for what? A pool I haven’t used and ??? Sorry, this is insane! Besides this is an upscale Hotel with friendly staff. . At our room the a/c has blown straight onto the bed. Still suffering from this…

Reviewed on Sep 10, 2026

Eden House

Eden House

Key West Historic District
$1,445
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
9/10 Wonderful! (1,003 reviews)
Great hotel , very close to everything, bike hire outside and free car parking. Hotel pool and area is lovey .

Reviewed on Sep 10, 2026

Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all trips

3 Night Adventure vacations in Raccoon Key

Price found within the past 48 hours. Click for updated prices.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
$1,030
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Great location! Close to everything! 56 dollar a day resort fee for what? A pool I haven’t used and ??? Sorry, this is insane! Besides this is an upscale Hotel with friendly staff. . At our room the a/c has blown straight onto the bed. Still suffering from this…

Reviewed on Sep 10, 2026

The Gardens Hotel

The Gardens Hotel

Old Town Key West
Save 100% on your flight
$1,056
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
This was our first time at the Garden House and we LOVED it! Everything about the place was outstanding. So much, that we booked again to stay there in October, 2026. The staff, drinks, food, grounds....Everything is just wonderful.l

Reviewed on Sep 8, 2026

Lighthouse Suites Collection

Lighthouse Suites Collection

Old Town Key West
$1,208
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all trips

4 Night Adventure vacations in Raccoon Key

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

Coconut Beach Resort

Old Town Key West
Save 100% on your flight
$1,128
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
8.8/10 Excellent! (219 reviews)
We had stayed at this resort before and had a good experience, so we decided to choose it again for our vacation. Unfortunately, this time we were disappointed. The room itself was clean, but the furniture was uncomfortable and not very relaxing. After spending the night, we discovered that we had been bitten by some kind of insects. The bites were very itchy and left clearly visible red marks. Our biggest complaint, however, was the beach. It was not properly cleaned, and there was a very unpleasant smell from the seaweed, which made it difficult to enjoy spending time there. To be fair, the pool and the area around it were comfortable and well maintained. That is the main reason we decided to give this resort 3 stars instead of a lower rating. Unfortunately, after this experience, we will not choose this resort again for a future vacation.

Reviewed on Sep 11, 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
Save 100% on your flight
$2,484
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
9.2/10 Wonderful! (562 reviews)
Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

The Gardens Hotel

The Gardens Hotel

Old Town Key West
Save 100% on your flight
$1,243
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
This was our first time at the Garden House and we LOVED it! Everything about the place was outstanding. So much, that we booked again to stay there in October, 2026. The staff, drinks, food, grounds....Everything is just wonderful.l

Reviewed on Sep 8, 2026

Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all trips

Find awesome Raccoon Key adventure vacations

How can I book the best Raccoon Key adventure trips?

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

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

Book a Raccoon Key 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 Raccoon Key?

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 Raccoon Key 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 Raccoon Key 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.

Things to do

Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

$79
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
Key West Half-Day Fishing Charter

Key West Half-Day Fishing Charter

$102
per adult
92% of travellers recommend
Key West Half-Day Fishing Charter
Combo image of activity in Key West

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

$69
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
See all activities in Raccoon Key

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.