Sea Pines Vacation Packages

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Top Holiday Package Deals in Sea Pines

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $2,106, price is now CA $926 per person
CA $926
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,923, price is now CA $2,010 per person
CA $2,010
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
We had a wonderful stay at the Boston Harbor Hotel - the staff was friendly and our room excellent! Thank you!

Reviewed on Aug. 31, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,594, price is now CA $1,409 per person
CA $1,409
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.

Reviewed on Aug. 28, 2025

The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
Back Bay
Price was CA $1,456, price is now CA $956 per person
CA $956
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (1,329 reviews)
It’s our go-to hotel in Boston whenever we visit our son who’s a student at BU. Super convenient to everything and everywhere.

Reviewed on Sep. 1, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $4,409, price is now CA $3,008 per person
CA $3,008
per person
Nov 3 - Nov 10
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (490 reviews)
Love the Street Bar!

Reviewed on Aug. 25, 2025

Sea Pines Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Sep 14 to Sep 15
CA $219
CA $329 total
Sep 14 - Sep 15
includes taxes & fees
Margaritaville Resort Cape Cod
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 $198 per night from Sep 21 to Sep 22
CA $198
CA $242 total
Sep 21 - Sep 22
includes taxes & fees
Bayside Resort Hotel
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Sep 3 to Sep 4
CA $126
CA $159 total
Sep 3 - Sep 4
includes taxes & fees
Hyannis Plaza Hotel
See all 5,239 properties in Sea Pines
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sea Pines vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Sea Pines from just CA $926. And the more you bundle, the more money you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to Sea Pines?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a Sea Pines vacation package to save a pile of cash. Score even better deals when you add extras such as day tours to your booking. But that's not the only good part. You have the flexibility to tailor your vacation your way. We offer more than 550 partner airlines and 1,000,000 properties around the world, so that everyone has an opportunity to travel and fulfill those vacation dreams.
Where should I stay in Sea Pines?
If you're eager to be in the heart of the action, stay close to Cape Cod Museum of Natural History. Many travelers book a hotel around this top tourist attraction.
What are the top hotels in Sea Pines?
Just A Short Distance To A Shared Private Beach and Less Than Half A Mile To The Private Association beach With Fire Pit And Outdoor Shower are among the most sought-after hotels in Sea Pines. Why not check out the facilities and amenities at each and then make a decision?
How far in advance should I book my Sea Pines vacation?
To score rock-bottom prices, book early. Air carriers typically release tickets, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, activities and car rental should also be booked early to avoid disappointment. If you've decided on a last-minute getaway in Sea Pines, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Sea Pines travel package include?
With Expedia, you can select any combination of flights, car rentals and hotels to build your ideal Sea Pines travel package. Once you've made your booking, you can add on the fun things like sightseeing tours and activities. Don't forget, the more you bundle, the more discounts you'll get!
What should I know before booking a Sea Pines travel package?
Whether it's relaxation or adventure you're after, a Sea Pines vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Sea Pines Expedia vacation package?
You sure can. We have more than 550 partner airlines throughout the world, so opt for the carrier that's a good fit for your travel needs.
If I'm not able to travel, can I cancel my Sea Pines vacation package?
Don't stress if you're rethinking your Sea Pines vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We get that life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

Discover the most popular places to visit in Sea Pines

Breakwater Beach which includes a beach

Breakwater Beach

Swim in the clear, shallow waters of this sandy bay and return at low water to explore a sprawling field of fascinating tidal pools.

Breakwater Beach
Cape Cod Museum of Natural History which includes a park and signage

Cape Cod Museum of Natural History

When the beauty and natural richness of Cape Cod’s landscape leave you craving to know more, enjoy a tour through the halls of this museum and education center.

Cape Cod Museum of Natural History

Paine's Creek Beach

Why not spend a carefree afternoon at Paine's Creek Beach during your travels in Brewster? Stroll along the seaside in this relaxing area, or check out its seafood restaurants.

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