Sears Island Vacation Packages

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Top Sears Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Harborline Hotel

Harborline Hotel

3 out of 5
Price was CA $831, price is now CA $710 per person
CA $710
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
7.6/10 Good! (124 reviews)
Everything was great. Highly recommend

Reviewed on Aug. 19, 2025

Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
Price was CA $1,127, price is now CA $1,003 per person
CA $1,003
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rockland (RKD)
10/10 Exceptional! (116 reviews)
This is an outstanding historical property, gorgeous inside and out. Our hosts are friendly, accomodating, and highly talented in the kitchen. The room was spotless, private, and very comfortable. The yard was spectacular, with a fountain, sculptures, and large lawn even including a visiting young family of deer. Great view of the ocean from the front porch.

Reviewed on Aug. 11, 2025

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
Price was CA $1,224, price is now CA $1,222 per person
CA $1,222
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rockland (RKD)
9.6/10 Exceptional! (1,003 reviews)
We really enjoyed our stay at this property. The cleanliness was excellent as well as the staff we interacted with. The room was clean and comfortable. Although somewhat outdated, it was quaint. We stayed in the Rockport King Suite that provided most everything we needed. It had a small kitchenette with a microwave, larger refrigerator, and even a sink. It would have been nice to have a coffee pot of some kind in the room. However, coffee was available downstairs. Breakfast was provided daily, but self-serve options, not a true restaurant. The location was great! Close to everything we wanted to visit. There is also a miniature golf course on site which was unique! There is an indoor pool and hot tub which was nice and a small gym that was clean and provided enough to get in a good workout. I would stay here again. Overall it was very nice.

Reviewed on Aug. 20, 2025

East Wind Inn

East Wind Inn

2.5 out of 5
Price was CA $839, price is now CA $839 per person
CA $839
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
9.4/10 Exceptional! (112 reviews)
The Inn was perfectly situated for view of the harbor. Food was excellent dinner and breakfast. Definitely going back

Reviewed on Jul. 29, 2025

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Sears Island Hotel Deals

Fireside Inn & Suites - Belfast

Fireside Inn & Suites - Belfast

3 out of 5
159 Searsport Avenue, Belfast, ME
Fully refundableReserve now, pay when you stay
The price is CA $299 per night from Sep 1 to Sep 2
CA $299
CA $326 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (871 reviews)
Great for exploring Maine and enjoying Belfast!
"Fun place to stay on a family vacation going around Maine. Staff is awesome and super friendly. Location excellent with Belfast downtown and all the area has to offer. View is amazing with yard for kids to run around and fire pit for adults to have a drink. Pool is fun too."

Reviewed on Aug. 17, 2025

Fireside Inn & Suites - Belfast
Belfast Harbor Inn

Belfast Harbor Inn

3.5 out of 5
91 Searsport Ave, Belfast, ME
The price is CA $294 per night from Aug 27 to Aug 28
CA $294
CA $321 total
Aug 27 - Aug 28
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
"The breakfast was very unique as I’ve never seen quiche served at a motel"

Reviewed on Aug. 18, 2025

Belfast Harbor Inn
Fort Knox Park Inn

Fort Knox Park Inn

2 out of 5
64 Main St, Bucksport, ME
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Sep 1 to Sep 2
CA $236
CA $257 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (699 reviews)
Unique experience to enjoy
"We loved it beyond words. So happy to have found it."

Reviewed on Aug. 19, 2025

Fort Knox Park Inn
See all 922 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.
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Frequently asked questions

How much does a Sears Island vacation package cost?
We make it easy to travel the world, with Sears Island vacation packages starting from as low as CA $710. You'll have the flexibility to bundle your favorite airlines, hotels and car rental. For the ultimate escape, why not add a couple of tours and activities to your travel itinerary?
How do I get a cheap travel package to Sears Island?
Combine your hotel and flight bookings, throw in extras such as activities, and save with a Sears Island vacation package. You won't just land wonderful discounts on your adventure — you'll have plenty of choice too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels all over the world. Your next epic adventure begins right here, right now!
How far in advance should I book my Sears Island vacation?
Savvy travelers often reserve their seats as early as possible. You can generally browse through international airfares on Expedia up to 12 months before your intended flight. If you're booking at the last minute, don't despair. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia Sears Island travel package include?
Flights, hotels and rental cars — we've got them covered. With Expedia, you can create your Sears Island travel package the way you want. All you have to do is figure out just what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking a Sears Island travel package?
You'll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and unlock great discounts. You're not limited to hotels, however. Book with us and choose from island villas, creek-side mountain cabins and even castles and houseboats!
Can I choose my airline with a Sears Island Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You're the boss! We have more than 550 airline partners globally, so you have loads of choice when creating your Sears Island getaway.
If I'm not able to travel, can I cancel my Sears Island vacation package?
Whether it's your hotel or flight, yes, you can cancel or amend it. Locked in your Sears Island vacation package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may incur a charge from your hotel, airline or car rental company. For more details, head to our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.