Keewaydin Island Adventure Vacations

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Top Adventure vacation packages in Keewaydin Island

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

Wiggins Pass Chalet

4 out of 5
Save 100% on your flight
Price was $817, price is now $502 per person
$502
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (236 reviews)
Clean and comfortable

Reviewed on Nov 23, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,450, price is now $798 per person
$798
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (527 reviews)
El personal súper amable y todo muy limpio,la habitación excelente

Reviewed on Nov 24, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,342, price is now $763 per person
$763
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
Clean, modern and amenities were top notch. The pools, gym, saunas and entire facility was very relaxing. Definitely will visit again.

Reviewed on Dec 4, 2025

Hilton Naples

Hilton Naples

4 out of 5
Central Naples
Save 100% on your flight
Price was $1,804, price is now $1,083 per person
$1,083
per person
Feb 8 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,312 reviews)
Close to beach and 5th Ave

Reviewed on Dec 2, 2025

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Save 100% on your flight
Price was $1,005, price is now $642 per person
$642
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.4/10 Very Good! (1,005 reviews)
The staff was extremely friendly. Property is beautiful.

Reviewed on Nov 25, 2025

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5* Adventure vacations in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton Naples, Tiburón

The Ritz-Carlton Naples, Tiburón

5 out of 5
Price was $979, price is now $979 per person
$979
per person
Jan 17 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (609 reviews)
Very clean, amazing restaurants to choose fr I highly recommend!

Reviewed on Nov 30, 2025

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
Mid Island
Save 100% on your flight
Price was $1,582, price is now $1,048 per person
$1,048
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (2,581 reviews)
Very clean, fun activities for the kids.

Reviewed on Nov 29, 2025

Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

5 out of 5
Coquina Sands
Save 100% on your flight
Price was $5,966, price is now $4,548 per person
$4,548
per person
Feb 4 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
6/10 (2 reviews)
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3 Night Adventure vacations in Keewaydin Island

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

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $724, price is now $442 per person
$442
per person
Jan 7 - Jan 10
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
No real breakfast, a coffee shop with limited menu.

Reviewed on Dec 4, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,342, price is now $763 per person
$763
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
Clean, modern and amenities were top notch. The pools, gym, saunas and entire facility was very relaxing. Definitely will visit again.

Reviewed on Dec 4, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $1,899, price is now $1,100 per person
$1,100
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,000 reviews)
The bathtub was blacked and sink was leaking water ……. Missing my art knife after room cleaned

Reviewed on Nov 29, 2025

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4 Night Adventure vacations in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was $676, price is now $316 per person
$316
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
In general, excellent service.

Reviewed on Nov 30, 2025

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $868, price is now $477 per person
$477
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
The staff-Erika and Penny, were so wonderful and attentive to our requests! The clean room, the beautiful grounds and the restaurant manager, Raymond, so friendly. Just a perfect stay and memories made. Thank you. Catherine & Ernie K

Reviewed on Nov 28, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,450, price is now $798 per person
$798
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (527 reviews)
El personal súper amable y todo muy limpio,la habitación excelente

Reviewed on Nov 24, 2025

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Find awesome Keewaydin Island adventure vacations

How can I book the best Keewaydin Island adventure trips?

Choose your own adventure in Keewaydin Island, 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 Keewaydin Island family adventure vacation?

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

Book a Keewaydin Island 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 Keewaydin Island?

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 Keewaydin Island 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 Keewaydin Island 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.