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Hermit Island

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Hermit Island Flights as Low as $174

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Sat, Sep 13 - Sat, Sep 20
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$174 Roundtrip, found 2 days ago
$174
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 13 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 20, priced at $174 found 2 days ago
Breeze Airways
Sat, Sep 13 - Sat, Sep 20
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$180 Roundtrip, found 2 days ago
$180
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 13 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 20, priced at $180 found 2 days ago
Breeze Airways
Sat, Sep 13 - Sat, Sep 20
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$185 Roundtrip, found 2 days ago
$185
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 13 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 20, priced at $185 found 2 days ago
Breeze Airways
Wed, Sep 3 - Thu, Sep 11
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$192 Roundtrip, found 2 days ago
$192
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Thu, Sep 11, priced at $192 found 2 days ago
American Airlines
Sat, Sep 13 - Sat, Sep 20
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$205 Roundtrip, found 2 days ago
$205
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Sep 13 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 20, priced at $205 found 2 days ago
Breeze Airways
Wed, Aug 20 - Wed, Aug 27
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$208 Roundtrip, found 2 days ago
$208
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 20 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $208 found 2 days ago
American Airlines
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 1 hour ago
$221
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $221 found 1 hour ago
United
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 1 hour ago
$221
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $221 found 1 hour ago
Delta
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 1 hour ago
$221
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $221 found 1 hour ago
JetBlue Airways
Thu, Sep 11 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$225 Roundtrip, found 2 days ago
$225
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Sep 11 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $225 found 2 days ago
Sun Country Airlines
Sun, Oct 5 - Thu, Oct 16
MSP
Minneapolis - St. Paul Intl.
PWM
Portland Intl. Jetport
$252 Roundtrip, found 2 days ago
$252
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Sun, Oct 5 from Minneapolis - St. Paul Intl. to Portland Intl. Jetport, returning Thu, Oct 16, priced at $252 found 2 days ago
American Airlines
Tue, Nov 11 - Wed, Nov 19
CID
Eastern Iowa
PWM
Portland Intl. Jetport
$259 Roundtrip, found 7 hours ago
$259
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Nov 11 from Eastern Iowa to Portland Intl. Jetport, returning Wed, Nov 19, priced at $259 found 7 hours ago
Delta
Tue, Sep 23 - Tue, Sep 30
MCI
Kansas City Intl.
PWM
Portland Intl. Jetport
$274 Roundtrip, found 3 days ago
$274
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 23 from Kansas City Intl. to Portland Intl. Jetport, returning Tue, Sep 30, priced at $274 found 3 days ago
Delta
Tue, Oct 21 - Fri, Oct 24
DAB
Daytona Beach Intl.
PWM
Portland Intl. Jetport
$297 Roundtrip, found 7 hours ago
$297
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Oct 21 from Daytona Beach Intl. to Portland Intl. Jetport, returning Fri, Oct 24, priced at $297 found 7 hours ago
Frontier Airlines
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$324 Roundtrip, found 2 days ago
$324
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Aug 16 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $324 found 2 days ago
American Airlines
Tue, Sep 23 - Wed, Oct 15
BIS
Bismarck Municipal
PWM
Portland Intl. Jetport
$423 Roundtrip, found 1 day ago
$423
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 23 from Bismarck Municipal to Portland Intl. Jetport, returning Wed, Oct 15, priced at $423 found 1 day ago

Cheap Flights to Hermit Island

Fall in love at first flight with your vacation to Hermit Island by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Hermit Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Hermit Island, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Hermit Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Hermit Island with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the PWM airport.

What is the cheapest month to fly to Hermit Island?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Hermit Island are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Hermit Island?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Hermit Island.

What airport is best to fly into Hermit Island?

When you’re planning your trip to Hermit Island, convenience is the name of the game. Luckily, Hermit Island Wiscasset Airport is nearby so you can deplane and get going on checking off everything on your Hermit Island must-do list.

How much are flights to Hermit Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Hermit Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $174, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Hermit Island?

The trick to saving a stack of cash on your flight to Hermit Island? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $174 right now, why wait?

Hermit Island Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$174

Last Minute Hotel Deals in Hermit Island

Casco Bay Inn

Casco Bay Inn

2 out of 5
107 US Route 1, Freeport, ME
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.2/10 Very Good! (1,011 reviews)
"Not fancy, but clean and the beds were comfortable, and a/c worked well. Parking was a little tight when we were there. Breakfast was very basic."

Reviewed on Aug 12, 2025

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Casco Bay Inn
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
31 US Route 1, Freeport, ME
Stay at this 3-star hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,006 reviews)
"We had a nice stay at the Best Western. It was very nice to be able to stay somewhere conveniently located with our dog and it was great to have a room on the first floor to easily take him outside."

Reviewed on Aug 10, 2025

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Best Western Freeport Inn
Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Stay at this 3-star hotel in Southport. Enjoy free breakfast, an outdoor pool, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (1,010 reviews)
"Great place"

Reviewed on Aug 11, 2025

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Ocean Gate Resort
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.2/10 Very Good! (1,005 reviews)
"We had a great time staying at the Flagship Hotel. It was clean and updates. The breakfast was amazing! All the staff was friendly and professional as well. I highly recommend it."

Reviewed on Aug 10, 2025

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Flagship Inn and Suites
Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St, Brunswick, ME
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,012 reviews)
"Perfect for our one-night stay while traveling."

Reviewed on Aug 11, 2025

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Travelers Inn
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

3.5 out of 5
162 Main St, Freeport, ME
Stay at this 3.5-star business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (760 reviews)
"It’s a beautiful building with very comfortable rooms and walkable to shops and restaurants. Really lovely back garden and super indoor swimming pool! Games available in the very large parlor with fireplace and comfortable furniture were wonderful! A very nice experience!"

Reviewed on Aug 10, 2025

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The Harraseeket Inn & Event House Freeport Downtown
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 out of 5
450 U.S. Route 1, Freeport, ME
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,003 reviews)
"Nice quiet place to stay"

Reviewed on Aug 2, 2025

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Holiday Inn Express Hotel & Suites Freeport by IHG
Comfort Inn Brunswick

Comfort Inn Brunswick

2.5 out of 5
199 Pleasant St, Brunswick, ME
Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,008 reviews)
"This motel shines. The room and facilities show care and attention to detail. The food is complete with hot eggs and sausages. The buildings are fancy, well painted and even have solar power producing panels on the roof."

Reviewed on Aug 11, 2025

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Comfort Inn Brunswick
See all 1,408 properties in Hermit 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.