11 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Doraku Brickell

Live jazz animates Mary Brickell Village for a night of four-course dining and complimentary drinks.

Friday, Sept. 18, 2015
 
Source: Sheraton Puerto Rico Hotel & Casino

Try your luck at Puerto Rico's largest casino and save 50% off peak season rates through November at this 4-star San Juan hotel and casino.

Thur. - Sat. arrivals thru Nov. 28.; 3-nt. minimum
 
Source: W Retreat & Spa - Vieques Island

Visit one of the "Top 10 Islands in the Caribbean & Atlantic" (Conde Nast Traveler) and save 40% off peak season rates on stays through October.

Most dates August-October; 3-nt. minimum
 
Source: Hotwire.com

Snag a low daily rate in San Diego, Miami, Puerto Rico, Phoenix & more

Next four weeks
 
Source: CheapCaribbean.com

Spend four nights at the 4-star Intercontinental San Juan near Isla Verde

August-October travel; November-December available
 
Source: Holland America Line

With four guests in a cabin, take the whole family on a seven-night cruise for only $225 per person

Oct. 17, 31; Nov. 7, 14; other dates through 2016
 
 
September departures; more dates available
Expedia
 
Into November
Major Airlines on Fly.com
 
Through 2015
Travelzoo
 
 

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Travelzoo Tips

Anna Heinemann — Travel, Entertainment and Local Deal Expert
Anna Heinemann
Deal Expert, Chicago
So get your travel dates set and start planning early for the best opportunities. More