Five Islands Vacation Packages
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Your Five Islands Vacation
Come and discover this wonderful city for yourself with a Five Islands vacation package. Consider spending some time in the neighborhood of Harpswell, which is great for nature and culture, and your time here is sure to be unforgettable. If a sightseeing tour is on the cards during your trip to Five Islands, look around well-known attractions like Reid State Park, Georgetown Pottery and Georgetown Historical Society. Expedia can help you escape your daily routine. Tailor your vacation to Five Islands to match your travel style, whatever that may be!
Top Five Islands Vacation Deals
Price found within the past 48 hours. Click for updated prices.
House near Acadia National Park
CA $2,397
per person
Sep 10 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Augusta (AUG)
9.6/10 Exceptional! (25 reviews)
This place was only about a half hour or so from Acadia National Park which was perfect for us. It was a large space for our family of 5. It was clean and organized and had more than 1 bathroom which was necessary. The sitting area easily accommodated all of us as well as the kitchen. It wasn’t far from many places in Ellsworth either. We were able to spend time in Acadia National Park but still have a large enough area for the whole family to relax when we got back. I really appreciated the listing of local places to try or visit. FYI we loved Schoodic Point and Cadillac Mountain especially. Would definitely recommend this place especially with family.
Reviewed on Aug 6, 2026
Grand Summit Hotel
CA $727
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Augusta (AUG)
8.4/10 Very good! (391 reviews)
The gentleman at the front desk was beyond fabulous. He made checking in easy, and I had an issue with another guest and he re-assured me it was no problem at all and was comforting in a stressful situation. The room was very clean & spacious, I really enjoyed the porch! Beds were comfortable, bathroom was clean. I would recommend!
Reviewed on Aug 10, 2026
Smuggler's Cove Inn
CA $1,576
per person
Sep 10 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Augusta (AUG)
9/10 Wonderful! (507 reviews)
Loved smugglers cove. Wonderful stay, everyone was very nice. The only thing we didn’t care for was when we went to the restaurant to have a drink and was looking for some snacking food to have with the drinks. Charcuterie board, or nachos or something to munch on while having a drink. And since your a ways from the hustle and bustle it would have saved us from having to go out that night. But is
T was a very nice stay and the breakfast was amazing
We will be returning.
Reviewed on Aug 10, 2026
Ready to book your vacation to Five Islands?
Five Islands Hotel Deals
Flagship Inn and Suites
200 Townsend Avenue Boothbay Harbor ME
CA $155
CA $223 total
Sep 9 - Sep 10
includes taxes & fees
Travelers Inn
130 Pleasant St Brunswick ME
Fully refundableReserve now, pay when you stay
CA $152
CA $166 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (1,020 reviews)
"Clean, safe, quiet, and convenient. A fine place to rest your head. It does a fine job with the basics especially for the price. It's not fancy, but it was a peaceful place to spend the night!"
Reviewed on Aug 10, 2026
The Brunswick Hotel
4 Noble St Brunswick ME
CA $243
CA $265 total
Sep 8 - Sep 9
includes taxes & fees
9.4/10 Exceptional! (1,012 reviews)
"Overall good hotel, but very expensive for what it is. Stayed on the second floor and the room was very noisy with conversations and people walking in the room above, which was a big negative at this price point."
Reviewed on Aug 11, 2026
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.
Frequently asked questions
How much does a Five Islands vacation package cost?
Offering excellent value package deals from CA $695 on Expedia, you'll be pleasantly surprised at how much a vacation to Five Islands costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Five Islands?
The off-season is the best time to head to Five Islands if you're hoping to keep costs down. Another tip for getting cheap Five Islands vacation packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Five Islands?
The ideal duration of your Five Islands vacation depends on what you'd like to do. Typically, a few days to a week will give you time to visit all the leading sights and explore some hidden gems along the way.
How to find the best Five Islands package deals?
Use Expedia's handy filters to find some terrific Five Islands package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Five Islands package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Five Islands vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights individually. Better still, you can tailor your Five Islands escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Five Islands?
If you're considering a spontaneous Five Islands getaway, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Five Islands?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Five Islands.
- Set a budget: Consider costs such as flights, meals and transportation when working out how much to put aside for your trip to Five Islands. Then, select a hotel that works with your budget, whether that's a low-cost option or a deluxe getaway.
- Work out your trip length: Consider how much time you want to spend discovering Five Islands. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Five Islands vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
