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

Lily's Garden
Price was $974, price is now $899 per person
$899
per person
May 25 - May 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Charlottetown (YYG)
Book a stay at this business-friendly B&B in Charlottetown. Enjoy free WiFi, free parking, and a business center. Popular attractions That Fun Place and Charlottetown Farmers Market are located nearby.

The Great George
Price was $1,450, price is now $1,271 per person
$1,271
per person
May 25 - May 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Charlottetown (YYG)
Book a stay at this luxury hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Dunstan's Basilica and Gahan House are located nearby.

Rodd Charlottetown
Price was $1,256, price is now $1,101 per person
$1,101
per person
May 25 - May 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Charlottetown (YYG)
Book a stay at this luxury hotel in Charlottetown. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Confederation Centre of the Arts and Confederation Court Mall are located nearby.

Fairholm Boutique Inns
Price was $1,295, price is now $1,146 per person
$1,146
per person
May 25 - May 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Charlottetown (YYG)
Book a stay at this 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.

Comfort Inn
Price was $1,117, price is now $1,012 per person
$1,012
per person
May 25 - May 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Charlottetown (YYG)
Book a stay at this business-friendly hotel in Charlottetown. Enjoy free breakfast, free parking, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Royalty Crossing Mall and Cineplex Cinemas Charlottetown are located nearby.

Montgomery Cavendish Cottages
Price was $1,387, price is now $1,256 per person
$1,256
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Charlottetown (YYG)
Stay at this cottage in Cavendish. Enjoy free WiFi, free parking, and a garden. Popular attractions Cavendish Beach and Site of Lucy Maud Montgomery's Cavendish Home are located nearby.

Charlottetown Inn & Conference Centre
Price was $1,183, price is now $1,085 per person
$1,085
per person
May 25 - May 30
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Charlottetown (YYG)
Stay at this hotel in Charlottetown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the clean rooms in our reviews. Popular attractions Province House National Historic Site of Canada and The Mack are located nearby.

The Sydney Boutique Inn
Price was $2,016, price is now $1,858 per person
$1,858
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Charlottetown (YYG)
Book a stay at this luxury hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charlottetown Port and St. Dunstan's Basilica are located nearby.
O'Leary Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



O'Leary Vacation Packages 5-7 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 1 - Wed, Jun 3
YYZ
Pearson Intl.
YYG
Charlottetown
$298 Roundtrip, just found
$298
Roundtrip
just found

Thu, May 7 - Sun, May 17
YOW
Macdonald-Cartier Intl.
YYG
Charlottetown
$353 Roundtrip, just found
$353
Roundtrip
just found

Tue, Jul 7 - Sat, Jul 11
YHM
John C. Munro Hamilton Intl.
YYG
Charlottetown
$405 Roundtrip, just found
$405
Roundtrip
just found

Mon, Jul 6 - Wed, Jul 8
YYC
Calgary Intl.
YYG
Charlottetown
$550 Roundtrip, just found
$550
Roundtrip
just found
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