Key Haven Adventure Vacations

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Top Adventure vacation packages in Key Haven

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
New Town
Save 100% on your flight
Price was $1,457, price is now $871 per person
$871
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8/10 Very Good! (1,693 reviews)
Staff is amazing & very accommodating, the property is designed very nicely, with family in mind, nice property to stay at when in key west. Salvador, Adrian definitely know how to take care of their guest :)

Reviewed on Dec 2, 2025

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $2,018, price is now $1,055 per person
$1,055
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
My stay at this hotel was absolutely outstanding! From the moment I arrived, I felt welcomed and well taken care of. The staff were incredibly professional, friendly, and always ready to help with anything I needed.

Reviewed on Dec 1, 2025

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
Price was $1,535, price is now $888 per person
$888
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
Had a very nice stay and most likely will return my next trip down. Beautiful hotel and friendly staff. Snorkel/dive boat only steps away. Biking (or golf cart) is the way to go in Key West. Very scenic. You can bring your own or rent one right at Perry for only $20 for the day. Only negative is the rooster in the middle of the morning, every single morning, all morning long. Think "My Cousin Vinnie." After googling the history of roosters in the Keys, I learned that there isn't anything that can be done, so it's certainly not the fault of the hotel. So, let's go with, "They add to the charm of the Keys!" Yeah, let's go with that. I'll leave you with ***fried Hogfish sandwich*** at Hogfish Bar & Grill only a couple of blocks away. You'll thank me later.

Reviewed on Dec 1, 2025

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,852, price is now $1,076 per person
$1,076
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
I had a wonderful time. The staff was very nice and accommodating. The room was cool. Great location. I would definitely stay there again!

Reviewed on Dec 1, 2025

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
Northside Resort
Save 100% on your flight
Price was $1,747, price is now $1,068 per person
$1,068
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,161 reviews)
The food was fine at the restaurant, drinks were good. Staff was attentive

Reviewed on Nov 26, 2025

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3 Night Adventure vacations in Key Haven

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
Price was $1,098, price is now $642 per person
$642
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
Had a very nice stay and most likely will return my next trip down. Beautiful hotel and friendly staff. Snorkel/dive boat only steps away. Biking (or golf cart) is the way to go in Key West. Very scenic. You can bring your own or rent one right at Perry for only $20 for the day. Only negative is the rooster in the middle of the morning, every single morning, all morning long. Think "My Cousin Vinnie." After googling the history of roosters in the Keys, I learned that there isn't anything that can be done, so it's certainly not the fault of the hotel. So, let's go with, "They add to the charm of the Keys!" Yeah, let's go with that. I'll leave you with ***fried Hogfish sandwich*** at Hogfish Bar & Grill only a couple of blocks away. You'll thank me later.

Reviewed on Dec 1, 2025

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $1,269, price is now $663 per person
$663
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
My stay at this hotel was absolutely outstanding! From the moment I arrived, I felt welcomed and well taken care of. The staff were incredibly professional, friendly, and always ready to help with anything I needed.

Reviewed on Dec 1, 2025

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,494, price is now $863 per person
$863
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
I had a wonderful time. The staff was very nice and accommodating. The room was cool. Great location. I would definitely stay there again!

Reviewed on Dec 1, 2025

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4 Night Adventure vacations in Key Haven

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,415, price is now $785 per person
$785
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
The villa is just great! This property is 10/10.

Reviewed on Dec 1, 2025

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Price was $2,363, price is now $1,211 per person
$1,211
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
Everything was great. Staff were all super helpful. Location fantastic. Breakfast served outside the room on the verander we loved (the health shots were a lovely touch). We had a great stay. Would definitely recommend.

Reviewed on Nov 22, 2025

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $2,018, price is now $1,055 per person
$1,055
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
My stay at this hotel was absolutely outstanding! From the moment I arrived, I felt welcomed and well taken care of. The staff were incredibly professional, friendly, and always ready to help with anything I needed.

Reviewed on Dec 1, 2025

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See all available trips from Columbus to Key Haven
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Find awesome Key Haven adventure vacations

How can I book the best Key Haven adventure trips?

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

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

Book a Key Haven 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 Haven?

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 Haven 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 Haven 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.