25 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Gate 1 Travel

Sip fine wine among Tuscany's picturesque scenery while taking day trips to Florence, Siena, Lucca or Pisa

Select November-April dates
 
Source: CruCon Cruise Outlet

Itineraries vary by departure date but possible ports of call include Venice, Mykonos, Istanbul, Sochi, Malta and Jerusalem.

Sept. 30; Oct. 12 2015; +$100 Sept. 18
 
Source: Cruise.com

Sail from Venice to Barcelona onboard Splendour of the Seas and visit Kotor, Naples, Rome, Livorno and Toulon.

Depart Nov. 8
 
Source: Air France

Discounted late summer and fall fares to Paris, Barcelona, Milan, Prague, Rome and more

Depart select dates through Oct. 25
 
Source: EuropeanDestinations.com

Includes hotels, train transfers, breakfast and taxes.

Priced for November; more departures available
 
Source: American Express Travel

Cruise to ports in Italy, France and Spain onboard Norwegian Epic this fall.

Depart Oct. 25
 
Source: ASAP Tickets

Discounted flights to Milan, London, Frankfurt, Paris, Rome and more

Monday-Thursday departures through 2014
 
Source: Sceptre Tours

Spend six nights 'under the Tuscan sun' in the rolling hills of Villa Casagrande

Select March-May departures
 
Source: Go Ahead Tours

Includes multiple three-course dinners with wine and plenty of free time to explore these romantic cities

Dozens of dates from Sept. 2014 - December 2016
 
Source: Go Ahead Tours

Sample the best of Tuscany and Umbria, including wine tastings and three-course dinners

Nov. 1; discounted dates through 2016
 
 
 
Select departures through December
Great Value Vacations
 
Select departures through March
Aer Lingus Vacation Store
 
 
Select October-March departures
Great Value Vacations
 
 
 
Into December
Major Airlines on Fly.com
 
 
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Chris Vassil — Travel, Entertainment and Local Deal Expert
Chris Vassil
Deal Expert, Chicago
Going as a grown-up is just as fun, if not more so, than going at age 6. Here's why. More