Great Diamond Island Vacations from $461
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The Latest Great Diamond Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Blind Tiger Portland - Danforth Street.
West End
Save 100% on your flight
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.6/10 Exceptional! (149 reviews)
Small bathroom. No safe. No storage space. Everything else was above average.
Reviewed on Jul 16, 2025
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See all available trips from Columbus to Great Diamond Island
View all tripsDiscover the most popular places to visit in Great Diamond Island
State Theatre
The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.
Portland Museum of Art
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.
East End Beach
Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.
What to do in Great Diamond Island
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
$69
per adult
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
$69
per adult
Great Diamond Island Hotel Deals
Clarion Hotel Portland
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $168 total per night from Aug 11 to Aug 12
$168 total
Aug 11 - Aug 12
Total includes taxes and fees
7.8/10 Good! (1,001 reviews)
"Breakfast food served out of a closet was a little odd, but it did taste good."
Reviewed on Aug 1, 2025
Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $120 total per night from Aug 24 to Aug 25
$120 total
Aug 24 - Aug 25
Total includes taxes and fees
7.8/10 Good! (1,108 reviews)
"It was a nice place. The food was limited and the pool could use a cleaning but not to bad. Overall it was a good experience"
Reviewed on Aug 1, 2025
Comfort Inn Airport
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $146 total per night from Sep 1 to Sep 2
$146 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,444 reviews)
"Very friend staff"
Reviewed on Aug 1, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.