Title: Sea Pines Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $782 Expedia.ca [Hotels in Sea Pines](https://expedia.ca/Sea-Pines-Brewster-Hotels.0-n553248635976479674-0.Travel-Guide-Filter-Hotels)[Flights to Brewster](https://expedia.ca/Cheap-Flights-To-Brewster.d9069.Travel-Guide-Flights)[Sea Pines Car Rentals](https://expedia.ca/Car-Rentals-In-Sea-Pines.d553248635976479674.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Sea Pines Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Sea Pines Price found within the past 48 hours. Click for updated prices. ![The Colonnade Hotel Back Bay](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/f43e7537_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Colonnade Hotel Back Bay Back Bay CA $782 per person May 25 - May 28 found 1 day ago Roundtrip flight included Buffalo (BUF) to Boston (BOS) 9.2/10 Wonderful! (2,268 reviews) We stay at the Colonnade fairly regularly because of its convenient location and easy parking. This time we were stuck there because of a blizzard, so we spent more time actually hanging around the hotel. The lobby is really comfortable and cozy with a gas fire and a front wall of glass. The room was also very comfortable, including beds, pillows, bathrobes. We ate breakfast twice at the hotel restaurant and the staff were warm and friendly. Reviewed on Feb 25, 2026 ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Harbor Hotel North End CA $1,765 per person May 8 - May 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem. Reviewed on Jan 25, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston CA $1,330 per person May 25 - May 28 found 1 day ago Roundtrip flight included Buffalo (BUF) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Friendly staff, clean room Reviewed on Feb 20, 2026 ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/db81308e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End CA $856 per person May 25 - May 28 found 1 day ago Roundtrip flight included Buffalo (BUF) to Boston (BOS) 8.6/10 Excellent! (1,337 reviews) Everything was perfect! No complain. Reviewed on Mar 1, 2026 ![The Boston Hotel](https://images.trvl-media.com/lodging/101000000/100140000/100136300/100136229/54a79fec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Boston Hotel Brighton CA $1,629 per person May 9 - May 16 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 7.4/10 Good! (802 reviews) Clean room, staff was great, chill and easy to access. Good price as well! Reviewed on Feb 9, 2026 ## Sea Pines Hotel Deals ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Resort Cape Cod 1225 Iyannough Rd Hyannis MA Fully refundableReserve now, pay when you stay CA $180 CA $285 total Mar 2 - Mar 3 includes taxes & fees 8.6/10 Excellent! (469 reviews) From arrival to departure it was horrible. The rooms were not correct and had to be moved, keys didn’t work, staff just walked in with no knock or notice, lost power in the room on two separate occasions once for over an hour, another staff member walked knocked and walked right in to “replace a ... Reviewed on Mar 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=12897&PinnedHotelID=12897&HadPinnedHotel=true®ionId=553248635976479674) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chatham Bars Inn 297 Shore Rd Chatham MA CA $497 CA $568 total Mar 4 - Mar 5 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=19139&PinnedHotelID=19139&HadPinnedHotel=true®ionId=553248635976479674) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chatham Wayside Inn 512 Main St Chatham MA Fully refundableReserve now, pay when you stay CA $150 CA $231 total Mar 4 - Mar 5 includes taxes & fees 9.2/10 Wonderful! (635 reviews) Friendly staff, clean and spacious room, convenience of having a restaurant on site, and convenience of walking to all the stores and restaurants. Reviewed on Feb 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=1517204&PinnedHotelID=1517204&HadPinnedHotel=true®ionId=553248635976479674) [See all 5,010 properties in Sea Pines](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F03%2F2026&endDate=03%2F03%2F2026®ionId=553248635976479674) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Sea Pines vacation package cost? ### How do I get a cheap travel package to Sea Pines? ### Where should I stay in Sea Pines? ### What are the top hotels in Sea Pines? ### How far in advance should I book my Sea Pines vacation? ### What does an Expedia Sea Pines travel package include? ### What should I know before booking a Sea Pines travel package? ### Can I choose my airline with a Sea Pines Expedia vacation package? ### If I'm not able to travel, can I cancel my Sea Pines vacation package? ### Discover the most popular places to visit in Sea Pines ![Breakwater Beach which includes a beach](https://images.trvl-media.com/place/6070149/c38a532b-4f26-4fc9-841b-de4c064756a3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Breakwater-Beach-Brewster.d6070149.Vacation-Attraction) ![Cape Cod Museum of Natural History which includes a park and signage](https://images.trvl-media.com/place/6070157/9cc0dbeb-243a-45e7-851b-cb7e69f70e4c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Cape-Cod-Museum-Of-Natural-History-West-Brewster.d6070157.Vacation-Attraction) ![Sunset on Paine’s creek beach Cape Cod MA USA](https://images.trvl-media.com/place/6311778/990026e6-ce0f-4f0c-b827-20ffbf7eaca7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Paines-Creek-Beach-Brewster.d6311778.Vacation-Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.