Sears Island Vacations from $322

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The Latest Sears Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Trade Winds on the Bay

Trade Winds on the Bay

$322
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Washington (WAS) to Rockland (RKD)
8.6/10 Excellent! (434 reviews)
Harborline Hotel

Harborline Hotel

$575
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rockland (RKD)
7.6/10 Good! (304 reviews)
The hotel has a nice view of the Rockland water front and is located within walking distance to the harbor and downtown area. The staff was very friendly and helpful in identifying things to do in the local area. The hotel itself is very basic in features and accommodations. The breakfast was as basic as you can get, coffee, tiny packaged muffins and a few tiny packaged breakfast sandwiches. I found the rooms to be sanitary and felt safe. However, the property needs some updating and cleaning.

Reviewed on Aug 8, 2026

Homeport Inn and Tavern

Homeport Inn and Tavern

$1,198
per person
Oct 10 - Oct 17
found 10 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Rockland (RKD)
9.6/10 Exceptional! (298 reviews)
Arnold and the waitstaff at the Tavern was amazing. The rooms were nice and clean. Will definitely stay here on our next annual trip to Searsport.

Reviewed on Aug 3, 2026

Glen Cove Inn & Suites

Glen Cove Inn & Suites

$1,155
per person
Oct 10 - Oct 17
found 10 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Rockland (RKD)
9.4/10 Exceptional! (1,005 reviews)
The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

$749
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rockland (RKD)
9.2/10 Wonderful! (200 reviews)
We love the Craignair and this was our second visit. The staff are all wonderful and so accommodating. Our arrival was a bit rough because there was private event taking place, so we had to wait until the bartender found someone to check us in and then it felt a bit like we weren't supposed to be in the common areas until the event concluded. No big deal, but we might have planned differently had we known ahead of time that this was the case. Wait staff were a bit loud one night after dinner service, but quieted down when we asked. Still, I am impressed at how relaxed and homey the place feels even in high summer when tourists are everywhere. We had previously stayed in November and kind of had it to ourselves, so we were definitely spoiled by that experience, but were amazed at how peaceful it was even during the busy season. Loved hiking Craig Island and watching the birds and the waves every morning and evening from our balcony or the dining area. This place is truly a gem.

Reviewed on Aug 9, 2026

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What to do in Sears Island

Private Family Treasure Hunter in Belfast

Belfast Family Treasure Hunt

$349
per traveler
Belfast Family Treasure Hunt
See all activities in Sears Island

Sears Island Hotel Deals

Colonial Gables Oceanfront Village

Colonial Gables Oceanfront Village

7 Eagle Avenue Belfast ME
Fully refundableReserve now, pay when you stay
$158 nightly
$173 total
Sep 7 - Sep 8
Total with taxes and fees
9.6/10 Exceptional! (1,027 reviews)
"A no frills easy place to stay with a nice water view. I stayed for 1 night and it suited my needs. Quiet, convenient and easy to get to"

Reviewed on Aug 8, 2026

Colonial Gables Oceanfront Village
Belfast Harbor Inn

Belfast Harbor Inn

91 Searsport Ave Belfast ME
Fully refundableReserve now, pay when you stay
$169 nightly
$184 total
Aug 30 - Aug 31
Total with taxes and fees
9.6/10 Exceptional! (1,011 reviews)
"good breakfast food, no issues with room or amenities"

Reviewed on Aug 8, 2026

Belfast Harbor Inn
Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

159 Searsport Avenue Belfast ME
Fully refundableReserve now, pay when you stay
$159 nightly
$173 total
Aug 31 - Sep 1
Total with taxes and fees
Fireside Inn & Suites - Belfast
See all 1,017 properties in Sears 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.

Find the Best Sears Island Vacation Packages

Sears Island Essential Information

Language
English
Currency
U.S dollars

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