Search Deals onO'Leary Vacation Packages
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O'Leary Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Arts Hotel
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3-star hotel in Charlottetown. Enjoy free WiFi, a 24-hour front desk, and rainfall showerheads. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Mack and Confederation Court Mall are located nearby.

Fairholm Boutique Inns
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 5-star luxury B&B in Charlottetown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Mack and Province House National Historic Site of Canada are located nearby.

Delta Hotels Prince Edward by Marriott
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Book a stay at this eco-certified hotel in Charlottetown. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Confederation Landing Park and Gahan House are located nearby.
O'Leary Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.


Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Jun 2 - Mon, Jun 9
YYZ
Pearson Intl.
YYG
Charlottetown
$209 Roundtrip, found 20 hours ago
$209
Roundtrip
found 20 hours ago

Wed, Jun 4 - Wed, Jun 11
YYZ
Pearson Intl.
YYG
Charlottetown
$358 Roundtrip, found 20 hours ago
$358
Roundtrip
found 20 hours ago

Thu, Jun 5 - Thu, Jun 12
YOW
Macdonald-Cartier Intl.
YYG
Charlottetown
$436 Roundtrip, found 6 hours ago
$436
Roundtrip
found 6 hours ago

Tue, Jun 17 - Wed, Jun 18
BOS
Logan Intl.
YYG
Charlottetown
$471 Roundtrip, found 5 hours ago
$471
Roundtrip
found 5 hours ago
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