Great Diamond Island Scuba Diving Vacations

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Flight and Scuba Diving hotel deals in Great Diamond Island

Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was CA $732, price is now CA $626 per person
CA $626
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (1,001 reviews)
Location, clean rooms, pleasant staff

Reviewed on Feb 23, 2026

Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Price was CA $1,875, price is now CA $1,497 per person
CA $1,497
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,001 reviews)
Excellent stay! One of the best in New England!

Reviewed on Feb 22, 2026

Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $1,613, price is now CA $1,348 per person
CA $1,348
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was CA $894, price is now CA $833 per person
CA $833
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (649 reviews)
Highly recommend. Amazing staff, gorgeous interior, quiet, clean, great location. A+++

Reviewed on Feb 20, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $784, price is now CA $753 per person
CA $753
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
I had an amazing stay at the Portland Harbor Hotel. Everything was wonderful from start to finish. The staff were genuinely kind and helpful, the room was beautiful and comfortable, and the location was perfect for walking around the Old Port. It honestly may be the best hotel I have ever stayed at. I would absolutely stay here again and recommend it to anyone visiting Portland.

Reviewed on Feb 23, 2026

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