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O'Leary Vacation Packages

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O'Leary Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Jake & Jo's Cottages

Jake & Jo's Cottages

3 out of 5
Price was $631, price is now $589 per person
$589
per person
Aug 17 - Aug 20
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this family-friendly cottage in Brackley Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Prince Edward Island National Park and The Great Canadian Soap Company are located nearby.
Mill River Resort

Mill River Resort

3.5 out of 5
Price was $1,024, price is now $904 per person
$904
per person
Aug 9 - Aug 14
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this spa hotel in Woodstock. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Mill River Golf Course and Bloomfield Provincial Park are located nearby.
The Sydney Boutique Inn

The Sydney Boutique Inn

5 out of 5
Price was $1,142, price is now $1,041 per person
$1,041
per person
Aug 17 - Aug 20
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (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 Historic Charlottetown Waterfront are located nearby.
The Holman Grand Hotel

The Holman Grand Hotel

4 out of 5
Price was $944, price is now $865 per person
$865
per person
Aug 17 - Aug 20
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this 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.
The Arts Hotel

The Arts Hotel

3 out of 5
Price was $822, price is now $761 per person
$761
per person
Aug 9 - Aug 14
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
Stay at this 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 Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
Pine Cottages

Pine Cottages

2 out of 5
Price was $737, price is now $687 per person
$687
per person
Sep 11 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown Alexander B. Campbell Airport (YYG)
Stay at this cottage in Stanhope. Enjoy free WiFi, free parking, and a garden. Popular attractions Prince Edward Island National Park and Heather Hannon Island Art Gallery are located nearby.
Rodd Charlottetown

Rodd Charlottetown

4.5 out of 5
Price was $971, price is now $919 per person
$919
per person
Sep 11 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown Alexander B. Campbell Airport (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 Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
Rodd Royalty

Rodd Royalty

4.5 out of 5
Price was $791, price is now $754 per person
$754
per person
Sep 11 - Sep 13
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown Alexander B. Campbell Airport (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 pool 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.
Jake & Jo's Cottages

Jake & Jo's Cottages

3 out of 5
Price was $631, price is now $589 per person
$589
per person
Aug 17 - Aug 20
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
The Sydney Boutique Inn

The Sydney Boutique Inn

5 out of 5
Downtown Charlottetown
Price was $1,142, price is now $1,041 per person
$1,041
per person
Aug 17 - Aug 20
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
The Holman Grand Hotel

The Holman Grand Hotel

4 out of 5
Downtown Charlottetown
Price was $944, price is now $865 per person
$865
per person
Aug 17 - Aug 20
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $2,792, price is now $2,621 per person
$2,621
per person
Aug 22 - Aug 25
found 9 hours ago
Roundtrip flight included
New York (JFK) to Charlottetown Alexander B. Campbell Airport (YYG)

O'Leary Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Traveller's Inn

Traveller's Inn

2 out of 5
Price was $694, price is now $620 per person
$620
per person
Aug 9 - Aug 14
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
Loyalist Country Inn & Conference Centre

Loyalist Country Inn & Conference Centre

3.5 out of 5
Price was $1,171, price is now $1,003 per person
$1,003
per person
Aug 9 - Aug 14
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
Multicultural Museum Cottages

Multicultural Museum Cottages

3 out of 5
Price was $894, price is now $787 per person
$787
per person
Aug 9 - Aug 14
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
Mill River Resort

Mill River Resort

3.5 out of 5
Price was $1,024, price is now $904 per person
$904
per person
Aug 9 - Aug 14
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)

Top Flight Deals

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

Flair Airlines
Wed, Aug 5 - Wed, Aug 26
YYZ
Pearson Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$282 Roundtrip, found 7 hours ago
$282
Roundtrip
found 7 hours ago
Select Flair Airlines flight, departing Wed, Aug 5 from Pearson Intl. to Charlottetown Alexander B. Campbell Airport, returning Wed, Aug 26, priced at $282 found 7 hours ago
Porter Airlines
Wed, Jul 29 - Wed, Aug 5
YOW
Macdonald-Cartier Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$411 Roundtrip, found 1 day ago
$411
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Wed, Jul 29 from Macdonald-Cartier Intl. to Charlottetown Alexander B. Campbell Airport, returning Wed, Aug 5, priced at $411 found 1 day ago
WestJet
Sat, Jul 11 - Sun, Jul 12
YYC
Calgary Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$458 Roundtrip, found 3 days ago
$458
Roundtrip
found 3 days ago
Select WestJet flight, departing Sat, Jul 11 from Calgary Intl. to Charlottetown Alexander B. Campbell Airport, returning Sun, Jul 12, priced at $458 found 3 days ago
Porter Airlines
Mon, Jul 6 - Wed, Jul 8
YHM
John C. Munro Hamilton Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$504 Roundtrip, found 4 days ago
$504
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Mon, Jul 6 from John C. Munro Hamilton Intl. to Charlottetown Alexander B. Campbell Airport, returning Wed, Jul 8, priced at $504 found 4 days ago