
Great Diamond Island Cheap Vacations
Book a Cheap Hotel + Flight or Car together to unlock savings
Photo by Robbie Martin
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Cheap vacation packages in Great Diamond Island
Price found within the past 48 hours. Click for updated prices.




Kennebunkport Captains Collection
Price was ¥265,664, price is now ¥249,192 per person
¥249,192
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Portland (PWM)
9.4/10 Exceptional! (649 reviews)
The breakfast menu was fresh. The staff is friendly, helpful, and fantastic. Walkable to many things downtown for food but do note that many restaurants close during winter (off-season). Loved it! Would stay again.
Reviewed on Jan 3, 2026

The Weldon Hotel
Downtown Portland
Price was ¥253,614, price is now ¥243,401 per person
¥243,401
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and responded to all of our wishes. However, the place is advertised as a hotel, but don’t expect services as in a hotel. It resembles more a short term rental home - no cleaning service and no lobby. Otherwise everything was very nice in the apartment and we had a great time.
Reviewed on Jan 3, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Great Diamond Island
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
