Title: Fishing Vacations in Great Diamond Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/181420/3cfa4a35-2db7-47c5-b7aa-531fbc9a8da8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Great Diamond Island Fishing Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Robbie Martin - ## 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 Fishing hotel deals in Great Diamond Island Price found within the past 48 hours. Click for updated prices. ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland CA $585 per person Feb 19 - Feb 24 found 1 day ago Roundtrip non-stop flight included Seattle (SEA) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) I had a Junior Suite and it was lovely. Bed was extremely comfortable and it was very quiet. I will say the breakfast is costly in my opinion but it was great. Reviewed on Jan 6, 2026 ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Portland Harborview Downtown Portland CA $594 per person Feb 19 - Feb 24 found 1 day ago Roundtrip non-stop flight included Seattle (SEA) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) Room was clean and had all amenities. Reviewed on Jan 6, 2026 ![Inn By The Sea](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn By The Sea CA $1,086 per person Feb 19 - Feb 24 found 1 day ago Roundtrip non-stop flight included Seattle (SEA) to Portland (PWM) 9.4/10 Exceptional! (288 reviews) Room was ready early friendly staff and room is better than expected Reviewed on Nov 16, 2025 ![84 Main ](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/f78a93a3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 84 Main CA $650 per person Feb 20 - Feb 24 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PWM) 10/10 Exceptional! (52 reviews) This property was absolutely beautiful and well maintained! Right in the heart of Kennebunk within walking distance to great restaurants!! Reviewed on Oct 26, 2025 ![Longfellow Hotel](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/73070e99_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Longfellow Hotel Parkside CA $899 per person Feb 19 - Feb 24 found 1 day ago Roundtrip non-stop flight included Seattle (SEA) to Portland (PWM) 9.6/10 Exceptional! (128 reviews) We loved our stay. Great staff, room was nice, cafe very good and the Town Car service for rides, so convenient! Reviewed on Jan 5, 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/2026-02-08/2026-02-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Fishing 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/1000000/530000/528600/528547/88e57c36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### White Barn Inn & Spa, Auberge Collection CA $1,461 per person Mar 23 - Mar 27 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9.4/10 Exceptional! (103 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/2026-02-08/2026-02-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Fishing holidays in Great Diamond Island Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Portland-By the Bay by IHG Downtown Portland CA $668 per person Apr 3 - Apr 6 found 15 hours ago Roundtrip non-stop flight included Québec (YQB) to Portland (PWM) 9/10 Wonderful! (1,402 reviews) I appreciated the extra parking lot/garage. It was a nice clean room and so close to all the fun in old port! Reviewed on Jan 7, 2026 ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland CA $728 per person Apr 3 - Apr 6 found 15 hours ago Roundtrip non-stop flight included Québec (YQB) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) I had a Junior Suite and it was lovely. Bed was extremely comfortable and it was very quiet. I will say the breakfast is costly in my opinion but it was great. Reviewed on Jan 6, 2026 ![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Portland Harborview Downtown Portland CA $714 per person Apr 3 - Apr 6 found 15 hours ago Roundtrip non-stop flight included Québec (YQB) to Portland (PWM) 8.8/10 Excellent! (1,001 reviews) Room was clean and had all amenities. Reviewed on Jan 6, 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/2026-02-08/2026-02-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PWM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Fishing holidays in Great Diamond Island Price found within the past 48 hours. Click for updated prices. ![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Harbor Hotel Downtown Portland CA $627 per person Feb 20 - Feb 24 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PWM) 9.2/10 Wonderful! (1,668 reviews) I had a Junior Suite and it was lovely. Bed was extremely comfortable and it was very quiet. I will say the breakfast is costly in my opinion but it was great. Reviewed on Jan 6, 2026 ![The McKernan Inn](https://images.trvl-media.com/lodging/106000000/105380000/105370700/105370688/f7ebd781_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The McKernan Inn CA $1,002 per person Mar 23 - Mar 27 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PWM) 9/10 Wonderful! (83 reviews) Gorgeous grounds and venue with a beautiful oceanfront view. Plenty of parking as part of SMCC campus. Short drive to downtown Portland and lots of stores around in South Portland. Very unique experience, would stay again without hesitation! Reviewed on Dec 27, 2025 ![84 Main ](https://images.trvl-media.com/lodging/8000000/7810000/7805200/7805164/f78a93a3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 84 Main CA $650 per person Feb 20 - Feb 24 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PWM) 10/10 Exceptional! (52 reviews) This property was absolutely beautiful and well maintained! Right in the heart of Kennebunk within walking distance to great restaurants!! Reviewed on Oct 26, 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/2026-02-08/2026-02-15/?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. 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