Great Island Vacation Packages

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    Save up to CA $775 when you book a flight and hotel together*
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Top Holiday Package Deals in Great Island

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 4 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
Food was great, rooms were very comfortable and clean. Very pleasant stay.

Reviewed on May 26, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jul. 2 - Jul. 5
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
This is an upscale hotel with excellent amenities and wonderfully helpful and friendly people who kindly made our stay a joy.

Reviewed on May 27, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 4 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.2/10 Wonderful! (270 reviews)
Awesome, awesome, awesome. I could not find another word to describe my stay! Awesome.

Reviewed on May 22, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug. 9 - Aug. 12
found 4 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (276 reviews)
The Whitney is an absolute jewel. We had a wonderful stay in a gorgeous room in an ideal location. The staff is extremely courteous and helpful and everything was immaculately clean. The rooms are perfectly appointed and it felt as though all of the details from toiletries to the clothes steamer were curated. The beds and pillows were extremely comfortable. We loved the convenience of the location with so much walkability and beautiful paths behind the hotel on the water. We will definitely stay at the Whitney again!

Reviewed on May 17, 2024

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug. 1 - Aug. 5
just found
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (153 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.

Reviewed on May 23, 2024

Great Island Hotel Deals

Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $286 per night from Jun. 2 to Jun. 3
CA $286
CA $328 total
includes taxes & fees
Jun 2 - Jun 3
8.8/10 Excellent! (1,025 reviews)
"Cool little place thanks!!"

Reviewed on May 27, 2024

Bayside Resort Hotel
Cape Sands Inn
Cape Sands Inn
2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from May 30 to May 31
CA $95
CA $109 total
includes taxes & fees
May 30 - May 31
8.4/10 Very Good! (941 reviews)
Comfy and relaxing
"It was so relaxing. We did a lot but we had a good rest. The beds are so comfortable we didn’t want to get up!! We were overlooking the bay and there were ducks and swans and many other birds to watch."

Reviewed on May 25, 2024

Cape Sands Inn
Summercamp
Summercamp
3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
The price is CA $317 per night from May 29 to May 30
CA $317
CA $354 total
includes taxes & fees
May 29 - May 30
9/10 Wonderful! (604 reviews)
"Friendly and confidence staff in a very meticulous hotel on the harbor on a wonderful island with numerous things to do. Diversity of people very friendly great stay"

Reviewed on May 24, 2024

Summercamp
See all 5,687 properties in Great 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Great Island vacation package cost?
We make it easy to travel somewhere new, with Great Island packages starting from just CA $1,133. You’ll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few tours and experiences to your travel itinerary?
How do I get a cheap travel package to Great Island?
Combine your hotels and flights, add extras such as activities, and save with a Great Island vacation package. You won’t just pick up big discounts on your adventure — you’ll have a world of choice at your fingertips too. When you book with Expedia, you’ll have your pick of over 550 airlines and 1,000,000 properties around the globe. Your next grand adventure starts right here, right now!
Where should I stay in Great Island?
With lots to explore in Great Island, we recommend you lock in a hotel close to its attractions. Cape Cod Inflatable Park, Seagull Beach and Whydah Pirate Museum are some fascinating ones to add to your itinerary.
How far in advance should I book my Great Island vacation?
The earlier you book, the better. Airlines usually release flights up to 12 months ahead of departure, and this is your chance to pick up some rock-bottom prices. Boss just told you to use up your vacation time next month? That’s fine too — Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Great Island travel package include?
From airfares and hotels to rental cars, Expedia can help you craft a Great Island package that suits you. Heading away for a while? Consider a flight, rental car and hotel bundle. If you’re taking a short break, an airfare and hotel deal may be more your style. Tours and activities can be added once you’ve made your booking. Our vacation packages make it a breeze to plan and save.
What should I know before booking a Great Island travel package?
Whether it’s adventure or relaxation you’re after, a Great Island vacation package lets you plan your escape your way. Plus, you’ll get access to great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you’ll save!
Can I choose my airline with a Great Island Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You get to choose. We have more than 550 partner airlines around the world, so you have options galore when arranging your Great Island trip.
If I'm not able to travel, can I cancel my Great Island vacation package?
Plans can change in a flash, so yes. You may be able to amend or cancel your Great Island vacation package for free within 24 hours of booking. For older bookings, you can still cancel and rebook, but your car rental company, airline or hotel may impose a fee. Want more information? Take a look at our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Great Island

Image for Seagull Beach

Seagull Beach

Take part in exhilarating watersports or relax on the sparkling sands of this sweeping beach.

Seagull Beach
Image for Cape Cod Inflatable Park

Cape Cod Inflatable Park

5/5(2 reviews)

Bring the family to Cape Cod Inflatable Park and have a fun-filled day at this theme park in West Yarmouth. Wander the beautiful beaches and seaside in this family-friendly area.

Cape Cod Inflatable Park
Image for Whydah Pirate Museum

Whydah Pirate Museum

You can enjoy some culture when you stop by Whydah Pirate Museum in West Yarmouth. Wander the beautiful beaches and seaside in this family-friendly area.

Whydah Pirate Museum

Things to do

Image for Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

CA $18
Per adult
84% of travellers recommend
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
Image for Cape Cod Tour: Self-Guided Drive

Cape Cod Tour: Self-Guided Drive

CA $20
Per adult
Cape Cod Tour: Self-Guided Drive
Image for East Coast USA: Self-Guided Driving & Walking Tour Bundle

East Coast USA: Self-Guided Driving & Walking Tour Bundle

CA $102
Per adult
East Coast USA: Self-Guided Driving & Walking Tour Bundle
See all activities in West Yarmouth

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.