Casco Bay Islands Adventure Vacations

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Top Adventure vacation packages in Casco Bay Islands

Price found within the past 48 hours. Click for updated prices.
Chebeague Island Inn
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3 Night Adventure vacations in Casco Bay Islands

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Chebeague Island Inn
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4 Night Adventure vacations in Casco Bay Islands

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Inn at Diamond Cove
Chebeague Island Inn
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Find awesome Casco Bay Islands adventure vacations

How can I book the best Casco Bay Islands adventure trips?

Choose your own adventure in Casco Bay Islands, 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 Casco Bay Islands family adventure vacation?

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

Book a Casco Bay Islands 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 Casco Bay Islands?

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 Casco Bay Islands 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 Casco Bay Islands 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 Casco Bay Islands Hotels

Chebeague Island Inn

Chebeague Island Inn

4 out of 5
61 South Road, Chebeague Island, ME
  • 23 min drive from Sand Beach
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John ...
8.6/10 Excellent! (76 reviews)
"Great place to go and relax for a few days."

Reviewed on Jul 20, 2025

Chebeague Island Inn
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
22 Mckinley Court, Great Diamond Island, Portland, ME
  • 5 min drive from Sand Beach
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (186 reviews)
"Diamond Cove is a peaceful and beautiful property. I highly recommend."

Reviewed on Aug 15, 2025

Inn at Diamond Cove
Inn On Peaks Island

Inn On Peaks Island

3 out of 5
33 Island Avenue, Peaks Island, ME
  • 22 min walk from Sand Beach
Stay at this 3-star inn in Peaks Island. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Thompson's Point and Umbrella Cover Museum ...
9/10 Wonderful! (100 reviews)
Great Staff!
"The staff was super friendly. There’s no traditional front desk, so check in was a little confusing. Other than that, a great room and fantastic location"

Reviewed on Aug 16, 2025

Inn On Peaks Island
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.

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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.