Great Diamond Island Fishing Vacations
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Flight and Fishing hotel deals in Great Diamond Island
Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview
Downtown Portland
CA $796
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,005 reviews)
Great location spacious clean rooms! Mattress were showing there age a bit but the hotel iitself was very well maintained and the staff is great!!
Reviewed on Sep 8, 2026
Inn By The Sea
CA $1,579
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.
Reviewed on Aug 13, 2026
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View all trips3 Night Fishing holidays in Great Diamond Island
Price found within the past 48 hours. Click for updated prices.
Inn By The Sea
CA $1,579
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.
Reviewed on Aug 13, 2026
The Weldon Hotel
Downtown Portland
CA $1,663
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Portland (PWM)
9.8/10 Exceptional! (115 reviews)
My Husband and I are road tripping to PEI and stopped in Portland to do sightseeing and rest up.
The king guest suite was awesome to say the least. Check in was better than standard big hotel.
Free parking just steps away, great walkable location to shops and waterfront. As a construction professional, the place was done with care and detail and loaded with smart amenities. I could easily live here.
New bedding and comfortable. Amanda gave great local tourist information. Ate at Dry Dock and had the best Fish and Chips and fish tacos.
Don’t pass this unique stay up!!!!
Reviewed on Sep 5, 2026
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View all trips4 Night Fishing holidays in Great Diamond Island
Price found within the past 48 hours. Click for updated prices.
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View all tripsThings to do
Sunset Windjammer Cruise Along the Coast of Portland Maine
CA $107
per adult
90% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
CA $82
per adult
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