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$1145 -- Honolulu: 7-Night Package w/Air from Vancouver
Source: Expedia.ca | By Saskia Jacques

Kick back for seven nights at the Aqua Pacific Monarch condominium resort.
Oct. 13; surrounding dates available

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Source: go-today

Take in the impressive Colosseum, Michelangelo's famed statue of David and picturesque Venetian canals as you saunter through Italy
Select dates October-February

 
Source: Gate 1 Travel

"People in the know just can't get enough of Turkey," says Frommer's of this crossroads where ancient and modern meet to create a "magical world"
Select November-April dates

 
Source: Gate 1 Travel

Sip fine wine among picturesque scenery while taking day trips to Florence, Siena, Lucca and beyond
Select November-April dates

 
Source: exitnow.ca

Relax for seven nights at a Top 5-ranking Puerto Plata resort on TripAdvisor.
Select September-December departures

 
Source: Gate 1 Travel

Travellers will visit landmarks like the Great Wall of China on this 4-star vacation
Select dates from November through December 2015

 
Source: yAzores

Includes non-stop, round-trip flights from Toronto, five nights at a well-reviewed hotel, daily breakfast, and all taxes and fees.
Nov. 22, 29; Dec. 6; other dates from +$87

 
Source: Grand Palladium Jamaica Resort & Spa

This is the lowest price we've seen for an all-inclusive Jamaica resort all year
Sept. 17 - Dec. 21; +US$120 Dec. 22-31

 
Source: Indus Travels

This 8-night vacation touches down on some of Peru's most popular cities and sites, including Lima, Machu Picchu and Cuzco
Several dates from Nov. 2014 - Sept. 2015

 
Source: Hotel MARAIS HÔme

Stay in a trendy area in the heart of the City of Light, including on weekends and select holidays. Freebies include fresh pastries and Wi-Fi.
Travel Oct. 25 - March 22

 
Source: The Fairmont Southampton

Travel into next year -- available dates include Thanksgiving, Christmas and Valentine's Day.
Sept. 21 - March 31, including weekends & holidays

 
 
Select departures through February
Sunny Land Tours
 
Sun.-Thurs. thru October
SeaCrest Oceanfront Resort
 
Select departures, December-March
Sunny Land Tours
 
Select departures through October
Sunny Land Tours
 
Select departures, September-November
Sunny Land Tours
 
Select arrivals through Dec. 19
British Colonial Hilton Nassau
 
Select dates through Dec. 20
Hilton Curaçao
 
Select arrivals August through November
Hilton Barbados
 
Select dates Oct. 19 - Nov. 2
Air New Zealand
 

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Hilary Solan — Travel, Entertainment and Local Deal Expert
Hilary Solan
Deal Expert, Chicago
From discounted park passes to hotel stays, here's how to save a few bucks. More