The Real Deal: Round-trip airfare to Florence on Alitalia, four nights at Hotel Meridiana, fuel surcharges and breakfast daily, from $599 per person — plus up to $148 in taxes.
When: Nov. 1, 2009–March 7, 2010. Not available Nov. 23–27, 2009, and Jan. 7–13, Feb. 22–26, 2010. Departures from Sept. 1 to Oct. 31, 2009 are available, but the supplement varies widely, from $400 to $600 depending on dates.
Gateways: New York City; add $20 for Boston, Miami; $70 for Chicago; additional gateways available.
The fine print: Does not include taxes of up to $148 per person. Based on double occupancy; no single bookings. Note that higher rates will apply Dec. 11, 2009–Jan. 2, 2010. Read these guidelines before you book any Real Deal.
Book by: No deadline; based on availability.
Contact: Dooley Vacations, 877/331-9301, dooleyvacations.com.
Why it's a deal: In a recent Kayak search, we found a $665 round-trip flight for travel in mid-November (Alitalia). The four-night hotel stay costs about $256 per person. So booking independently, you should expect to pay about $921 per person, all taxes included. This package costs up to $747 with all taxes included — a savings of at least $174.
More: Add nights from $75 per person per night. There's also a $50 per person hotel upgrade available to the Hotel Atlantic Palace.