Great Island Holidays from £1,193
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to £750 when you book a flight and hotel together*
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- Rest easyPackages with flights are ATOL protected
Your Great Island Holiday
Book one of our holiday packages to Great Island and uncover everything this destination has to offer, starting with West Harpswell. From its culture to its many other delights, this city is an incredible mix of fun and excitement. A trip to Great Island offers lots of things to see and do. Not sure where to kick off your itinerary? Cundys Harbour is one of the most popular places to stay here. Expedia has everything you need when it comes to planning your Great Island holiday. From flights and hotels, to activities and more, we're here to help you create a travel experience like no other.
Top Great Island Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Nautical Mile
£1,193
per person
14 Dec - 21 Dec
found 7 hours ago
Return direct flight included
London (LON) to Portland (PWM)
8.6/10 Excellent! (25 reviews)
I've stayed at the Nautical Mile many times! The rooms are perfect for a get-away! The pool is always ready to cool off in and the people, both working at the Nautical Mile and guests are very friendly.
Reviewed on 8 Sept 2026
1802 House Bed and Breakfast
£1,819
per person
14 Dec - 21 Dec
found 7 hours ago
Return direct flight included
London (LON) to Portland (PWM)
9.8/10 Exceptional! (131 reviews)
This is an awesome place with an awesome host. Breakfast was unique but good. Want a great place to stay walking distance to downtown this is it. Amazing
Reviewed on 22 Sept 2026
Great Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Top hotels in Great Island
Oceanfront Studio w/ Private Dock in Harpswell!
Harpswell ME
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
£59
3 Nov - 4 Nov
includes taxes & fees
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
£113
1 Nov - 2 Nov
includes taxes & fees
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.
Stay near popular Great Island attractions
Bailey Island Bridge
9.2/10 (10 reviews)
Find out about the history of Bailey Island with a stop at Bailey Island Bridge. Stroll along the seaside or seek out the hiking trails.
Land's End Gift Shop
10.0/10 (1 review)
Enjoy an outing to Land's End Gift Shop during your stay in Bailey Island. While you're in the area, find time to visit its shops.
Cobwork Bridge
10.0/10 (1 review)
You can find out about the history of Bailey Island with a visit to Cobwork Bridge. Stroll along the seaside or seek out the hiking trails.
beach near Merritt House Road
Why not spend a lazy afternoon at beach near Merritt House Road during your trip to Orrs Island? Discover the mountain views while you're in the area.
beach near Channel View Lane
Why not spend a lazy afternoon at beach near Channel View Lane during your trip to Bailey Island? Make time to visit the shops and monuments while you're in the area.
beach near Harpswell Islands Road
Why not spend a lazy afternoon at beach near Harpswell Islands Road during your trip to Orrs Island? Discover the mountain views while you're in the area.
beach near Harpswell Harbor
Why not spend a lazy afternoon at beach near Harpswell Harbor during your trip to Harpswell? Discover the area's sunsets and mountain views.
Frequently asked questions
How much does a Great Island travel package cost?
Explore the best of Great Island from just £1,193. Choose from a wonderful selection of hotels, flights and rental cars to suit every style and budget. You can score even more discounts when you add a couple of tours or experiences to your package.
If I'm not able to travel, can I cancel my Great Island travel package?
Certainly, and we'll help you every step of the way. You may be able to cancel or amend your Great Island travel package at no cost if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your circumstances suddenly change, visit our Customer Service Portal for further information.
How do I get a cheap travel package to Great Island?
You'll save piles of cash if you bundle your flights, car rentals and hotels into a Great Island holiday package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties throughout the world, so you'll always have plenty of options to choose from. Eager to save even more? Add some exciting activities to your package deal and unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Great Island holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your wallet. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Check out these flexible payment options:
- Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all budgets, so you can take that well-earned holiday now.
- Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
- Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan from Klarna.
How far in advance should I book my Great Island holiday?
To bag cheap prices, book ASAP. Airlines generally release tickets, along with some of the lowest fares, nearly a year in advance. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Great Island, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Great Island travel package include?
With Expedia, you can select any combination of car rentals, flights and hotels to build your ideal Great Island package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more cash you'll save!
What should I know before booking a Great Island travel package?
You can save big by bundling your flights, hotels and rental cars. Once you've made your booking, you can add on day tours or experiences. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Great Island Expedia travel package?
Definitely. Expedia has more than 550 airline partners to choose from around the globe. With so many choices, finding the perfect carrier to fly you to Great Island won't be hard.
Explore a world of travel with Expedia
- Bailey Island Hotels
- Hotels with Hot Tubs in Bath
- Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
- Pet-Friendly Hotels in Bath
- Riverside Hotels in Bath
- Top floor loft apartment in downtown Bath
- Best Western Plus Brunswick Bath
- Captain Sawyer's Bed & Breakfast
- Comfort Inn Brunswick
- Hampton Inn Bath (Brunswick Area)
- Moonlight Inn
- Newagen Seaside Inn
- Ocean Gate Inn
- Residence Inn Bath Brunswick Area
- Sebasco Harbor Resort & Golf Club
- The Brunswick Hotel
- Boothbay Harbor Hotels
- Caravan Parks in Brunswick
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- Apartments in Cousins Island
- Cumberland Center Hotels
- Hilton Hotels in Falmouth
- Marriott Hotels & Resorts in Falmouth
- Falmouth Hotels
- Freeport Hotels
- Classic Maine cottage set on its own peninsula with stunning views
- The Beach Pea 2 BR/1 BA Beachside bungalow feet from the Maine shore.
- Woodbine Cottage
- Harpswell Hotels
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- Long Island Hotels
- New Ocean
- Peaks Island Hotels
- Spinneys Guesthouse & Beach Cottages
- Best Western Freeport Inn
- Candlebay Inn
- The Harraseeket Inn & Event House Freeport Downtown
- Hilton Garden Inn Freeport Downtown
- Portland Harbor Hotel
- Residence Inn Portland Downtown/Waterfront
- The Orchard House
- Portland Hotels
- Hotels with Entertainment in Southport
- New FOR 2024
- Osprey Perch Cottage
- Hotels near Waterfront Park
- West Bath Hotels
- Caravan Parks in Woolwich
- Flights to Brunswick
- Flights to Cousins Island
- Flights to Portland
- Flights to Southport
- Flights to Woolwich
- Flights from Woolwich
- Flights from Washington (DCA) to Portland (PWM)
- Flights from Edinburgh (EDI) to Portland (PWM)
- Flights from London (LHR) to Portland (PWM)
- Flights from Manchester (MAN) to Portland (PWM)
- Flights from Halifax (YHZ) to Portland (PWM)
- Augusta Holidays
- Bailey Island Holidays
- Visit Bailey Island
- Brunswick Holidays
- Cushnoc Archeological Site
- Dock Square
- Downtown Portland Holidays
- East End Beach
- Fort Williams Park
- Visit Freeport
- Visit Great Diamond Island
- Higgins Beach
- Kennebunkport Holidays
- Beach Holiday Packages Cousins Island
- Golf Holiday Packages Casco Bay Islands
- Mountain Holiday Packages Barters Island
- Marden's Surplus and Salvage
- Marshall Point Lighthouse
- Naples Holidays
- Ogunquit Museum of American Art
- Ogunquit Holidays
- Oxford Casino
- Oxford Holidays
- Perkins Cove
- Poland Holidays
- Porter Holidays
- Portland Head Light
- Visit Old Port
- Portland Holidays
- Visit Portland
- Raymond Holidays
- Scarborough Beach State Park
- Sebago Holidays
- Sewell Pond Conservation Area
- Sumner Holidays
- Waterfront Park
- Woolwich Holidays
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
