
Great Diamond Island Adults Only Vacations
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Flight and Adults Only hotel deals in Great Diamond Island
Price found within the past 48 hours. Click for updated prices.


Kennebunkport Captains Collection
Price was CA $1,837, price is now CA $1,596 per person
CA $1,596
per person
Sep 13 - Sep 16
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (727 reviews)
Great location! Easy walk to shops and short bike to Walkers Point. Staff super helpful!
Reviewed on Jul 31, 2026



Portland Harbor Hotel
Downtown Portland
Price was CA $1,765, price is now CA $1,658 per person
CA $1,658
per person
Sep 13 - Sep 16
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,781 reviews)
It was an okay stay, not really what I expected for what we paid. The best part is that it was clean, and really conveniently located to everything.
Irritating parts :
One elevator for hotel- used by staff as well- so you wait, a lot.
Daily $35 amenity fee that acts as a credit towards their mini market or room service from their restaurant/ dine in restaurant. It
does not accumulate. Use it or loose it daily.
Room service? You have to call the front desk- and then get charged a fee for that plus an automatic 20% gratuity. You do get a door hang tag to preorder breakfast for the next day. That also includes the fee and gratuity. We only ever got one. We stayed 4 days.
They also say they put 2 waters in your room daily- again, I saw them at check in and never again.
There is a pantry area on every floor where there is perishable and shelf stable items- it doesn’t get replenished, just removed when used up.
Worst part was the noise. From both inside and outside the hotel. I could tell you more
about the people in the room above ours than I care to know and every conversation from people walking outside , music from a
bar 300 ft away, the daily fire truck call out, sirens and all. Our room faced the street so I cannot say if the interior rooms are the same.
Unfortunately for me, the convenience outweighed the hidden cost and noise issues. I still think what you are paying for is only reflected in the convenience factor. It does not present as a luxury hotel.
Reviewed on Aug 3, 2026
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Price found within the past 48 hours. Click for updated prices.

Kennebunkport Captains Collection
Price was CA $1,837, price is now CA $1,596 per person
CA $1,596
per person
Sep 13 - Sep 16
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (727 reviews)
Great location! Easy walk to shops and short bike to Walkers Point. Staff super helpful!
Reviewed on Jul 31, 2026


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View all trips4 Night Adults Only holidays in Great Diamond Island
Price found within the past 48 hours. Click for updated prices.

Ramada Plaza by Wyndham Portland
Nasons Corner
Price was CA $966, price is now CA $800 per person
CA $800
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
7.8/10 Good! (1,009 reviews)
there was no complimentary breakfast the bathroom did not have any safety bars in case of falls plus it was so small the staff was very friendly and professional the hotel was clean
Reviewed on Aug 2, 2026

Ogunquit River Inn & Suites
Moody
Price was CA $1,802, price is now CA $1,245 per person
CA $1,245
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,020 reviews)
What a nice place to stay- clean, great views, updated rooms and bathrooms. Would definitely stay here again
Reviewed on Aug 3, 2026

The Docent's Collection at 121 Middle Street
Downtown Portland
Price was CA $2,623, price is now CA $2,176 per person
CA $2,176
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (362 reviews)
Would stay again for sure.
Reviewed on Jul 31, 2026
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View all tripsThings to do

Sunset Windjammer Cruise Along the Coast of Portland Maine
CA $109
per adult
90% of travellers recommend

Morning Lighthouse Cruise Along the Coast of Portland Maine
CA $83
per adult
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