
Casco Bay Islands Adventure Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Gizmo Goes West
- Plan, book, travel with confidence
Better together
Save up to RM 324 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

Chebeague Island Inn
61 South Road, Chebeague Island, ME
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 20 Jul 2025

Inn at Diamond Cove
22 Mckinley Court, Great Diamond Island, Portland, ME
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 ...
8.8/10 Excellent! (183 reviews)
"We had an amazing stay! What a gem of an experience - all of the staff was wonderful - Antonio at the lobby cafe was so kind and friendly and Kayla at concierge always went above and beyond!!"
Reviewed on 20 Jul 2025

Inn On Peaks Island
33 Island Avenue, Peaks Island, ME
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 ...
8.8/10 Excellent! (98 reviews)
"Friendly staff and funny and very kind! We will be back ! Love the island!"
Reviewed on 19 Jul 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.