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.
Andy's Blue House
per person
Oct 26 - Oct 29
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown (YYG)
Stay at this 3-star B&B in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
The Great George
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Charlottetown (YYG)
Stay at this 5-star 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 Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
Fairholm Boutique Inns
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) 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 Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
The Harbour House
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Charlottetown (YYG)
Stay at this 4-star historic B&B in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
The Holman Grand Hotel
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Charlottetown (YYG)
Stay at this 4-star spa hotel in Charlottetown. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
Avonlea Forest Hill Cottages
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Charlottetown (YYG)
Stay at this 3-star cottage in Cavendish. Enjoy free WiFi, free parking, and a garden. Popular attractions Cavendish Beach and Forest Hills Golf Course are located nearby.
Cavendish Bosom Buddies Cottage Resort
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Charlottetown (YYG)
Stay at this 3-star family-friendly cottage in Cavendish. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cavendish Beach and Site of Lucy Maud Montgomery's Cavendish Home are located nearby.
The Hotel on Pownal
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Charlottetown (YYG)
Book a stay at this business-friendly 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 Historic Charlottetown Waterfront and Charlottetown Port 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.
Fri, Sep 19 - Sat, Sep 27
YYZ
Pearson Intl.
YYG
Charlottetown
$231 Roundtrip, just found
$231
Roundtrip
just found
Sun, Sep 7 - Sun, Sep 14
YEG
Edmonton Intl.
YYG
Charlottetown
$364 Roundtrip, found 2 days ago
$364
Roundtrip
found 2 days ago
Mon, Aug 25 - Tue, Aug 26
YUL
Pierre Elliott Trudeau Intl.
YYG
Charlottetown
$392 Roundtrip, found 6 days ago
$392
Roundtrip
found 6 days ago
Sun, Oct 5 - Sat, Oct 18
BOS
Logan Intl.
YYG
Charlottetown
$511 Roundtrip, found 1 day ago
$511
Roundtrip
found 1 day ago
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