Five Islands Vacations from $1,258

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

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!

The Latest Five Islands vacation packages

Price found within the past 48 hours. Click for updated prices.
Topside Inn

Topside Inn

3 out of 5
Save 100% on your flight
Price was $1,742, price is now $1,258 per person
$1,258
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Augusta (AUG)
10/10 Exceptional! (90 reviews)
Outstanding facility. Elegant and classy. Gourmet breakfast. Great view. Incredibly friendly staff. Intimate bar. Wonderful.

Reviewed on May 7, 2026

Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

3 out of 5
Ocean Point
Save 100% on your flight
Price was $1,990, price is now $1,452 per person
$1,452
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Augusta (AUG)
8.8/10 Excellent! (556 reviews)
Thank you for another great stay, 37 years and counting! Clean updated rooms, friendly staff, morning coffee and the most amazing key lime pie on the planet.

Reviewed on Oct 23, 2025

Greenleaf Inn

Greenleaf Inn

2 out of 5
Save 100% on your flight
Price was $2,369, price is now $1,820 per person
$1,820
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Augusta (AUG)
9.2/10 Wonderful! (15 reviews)
Our host is the best! Such a beautiful property.

Reviewed on Nov 16, 2025

House near Acadia National Park

House near Acadia National Park

4 out of 5
Save 100% on your flight
Price was $2,952, price is now $2,345 per person
$2,345
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Augusta (AUG)
9.8/10 Exceptional! (24 reviews)
My family enjoyed our time at this property. I received a friendly email prior to arrival with clear directions and local recommendations. It is a beautiful house, nicely decorated with comfortable furniture - perfect for relaxing and visiting. We loved the location, it is in a quiet neighborhood with multiple shopping and dining options nearby. It took us about 35 minutes to drive to the Bar Harbor area.

Reviewed on Oct 15, 2025

Gables End Cottage in Belgrade

Gables End Cottage in Belgrade

2 out of 5
Save 100% on your flight
Price was $4,125, price is now $3,314 per person
$3,314
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Augusta (AUG)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Five Islands
View all trips

Discover the most popular places to visit in Five Islands

Reid State Park

Reid State Park

5/5(8 reviews)

Enjoy a trip to Reid State Park and popular activities like boating in Georgetown. While you're in the area, stroll along the waterfront.

Reid State Park

Georgetown Pottery

5/5(1 review)

You can spend time browsing the exhibits at Georgetown Pottery in Georgetown. While you're in the area, stroll along the seaside.

Georgetown Pottery

Seguin Island Lighthouse

Learn about the local history of Georgetown when you spend time at Seguin Island Lighthouse. Stroll along the seaside in this relaxing area, or seek out the canoeing opportunities.

Seguin Island Lighthouse

Five Islands Hotel Deals

The Brunswick Hotel

The Brunswick Hotel

3 out of 5
4 Noble St Brunswick ME
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $139 total per night from May 25 to May 26
$139 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (938 reviews)
Hotel and staff were great however, the breakfast was very small and expensive. I got oatmeal and my wife a croissant with an egg... oatmeal was super small and I think it was instant for $12. My wife's egg was very small as well and the egg was not even cooked for $13. I will come back to this hotel ...

Reviewed on Apr 27, 2026

The Brunswick Hotel
The Federal

The Federal

3.5 out of 5
10 Water St Brunswick ME
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $149 total per night from May 10 to May 11
$149 total
May 10 - May 11
Total with taxes and fees
9.6/10 Exceptional! (595 reviews)
Spotless, comfortable and well decorated. No tub but large bathroom with a nice shower. I was going to complain about the lack of a coffee maker in the room until I found out a large heated urn is kept in the hall each morning. A very enjoyable stay.

Reviewed on Apr 30, 2026

The Federal
Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St Brunswick ME
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $94 total per night from May 10 to May 11
$94 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Spotless room, friendly staff

Reviewed on May 5, 2026

Travelers Inn
See all 1,428 properties in Five Islands
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.

Find the Best Five Islands Vacation Packages

Five Islands Essential Information

Language
English
Currency
U.S dollars
Top Sights
Reid State Park, Georgetown Historical Society and Half Mile Beach

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Five Islands vacation package cost?
You can grab a vacation package to this destination from $1,258 on Expedia. However, how much your vacation to Five Islands costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Five Islands?
If you're looking to score a cheap Five Islands vacation package, consider visiting in November, December and January. You're likely to find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Five Islands?
Usually, a handful of days is enough to check out the major attractions during your Five Islands vacation. But if you prefer to have time to kick back or take day tours, consider extending your trip.
How to find the best Five Islands package deals?
Use Expedia's filters to find some terrific Five Islands package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Five Islands package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Five Islands vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can tailor your Five Islands getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Five Islands?
Score fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Five Islands break.
Does Expedia offer Book Now, Pay Later Five Islands vacation packages?
If you're like us, you love traveling but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Five Islands break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.