Title: Honeymoon Vacations in Great Diamond Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6342016/fbb7e9ac-5d97-4416-ad7f-d1a6bdfac217.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Great Diamond Island Honeymoon Vacations ## 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 ## Flight and Honeymoon hotel deals in Great Diamond Island Price found within the past 48 hours. Click for updated prices. ![Breakwater Inn](https://images.trvl-media.com/lodging/1000000/920000/915200/915136/fd6ea643_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Breakwater Inn CA $1,036 per person Jun 5 - Jun 7 found 19 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Portland (PWM) 8.4/10 Very Good! (53 reviews) Room was wonderful,perfect. Staff could not have been nicer Reviewed on Dec 19, 2025 ![White Barn Inn & Spa, Auberge Collection](https://images.trvl-media.com/lodging/1000000/530000/528600/528547/a7594627_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### White Barn Inn & Spa, Auberge Collection CA $1,619 per person Jun 5 - Jun 7 found 19 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Portland (PWM) 9.4/10 Exceptional! (112 reviews) Unbelievable! Amazing Service, and beautiful accommodations. The food was incredible as well! I’ll be back!! Reviewed on Dec 21, 2025 ![Kennebunkport Captains Collection](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279259/c4a328d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kennebunkport Captains Collection CA $1,250 per person Jun 5 - Jun 7 found 19 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Portland (PWM) 9.4/10 Exceptional! (686 reviews) Historic, cozy, and charming mansions and rooms...our stay was amazing. Reviewed on Mar 15, 2026 ![Longfellow Hotel](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/be8e38da_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Longfellow Hotel Parkside CA $1,617 per person Jun 5 - Jun 7 found 19 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Portland (PWM) 9.6/10 Exceptional! (148 reviews) Bar in hotel was both friendly and sophisticated without being stuffy. The best burger I'be eaten in years! Ask for Menna at the bar, he is the host with the most. Reviewed on Mar 28, 2026 ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland CA $1,416 per person Jun 5 - Jun 7 found 19 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Portland (PWM) 9.2/10 Wonderful! (1,776 reviews) We could have moved right in and been happy for life. Flawless. Reviewed on Mar 30, 2026 Don't see what you're looking for? See all available trips from Columbus to Great Diamond Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Honeymoon holidays in Great Diamond Island Price found within the past 48 hours. Click for updated prices. ![White Barn Inn & Spa, Auberge Collection](https://images.trvl-media.com/lodging/1000000/530000/528600/528547/a7594627_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### White Barn Inn & Spa, Auberge Collection CA $1,619 per person Jun 5 - Jun 7 found 19 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Portland (PWM) 9.4/10 Exceptional! (112 reviews) Unbelievable! Amazing Service, and beautiful accommodations. The food was incredible as well! I’ll be back!! Reviewed on Dec 21, 2025 Don't see what you're looking for? See all available trips from Columbus to Great Diamond Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](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) ## More Vacations Ideas [Flights to Great Diamond Island ](https://expedia.ca/Cheap-Flights-To-Great-Diamond-Island.d6342016.Travel-Guide-Flights)[ Great Diamond Island Hotels ](https://expedia.ca/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels)[ Great Diamond Island Vacation Rentals ](https://expedia.ca/Great-Diamond-Island-Vacation-Rentals.d6342016.Travel-Guide-VacationRentals)[ Great Diamond Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Great-Diamond-Island.d6342016.Car-Rental-Guide)[ Great Diamond Island Vacations ](https://expedia.ca/Great-Diamond-Island.d6342016.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app