23 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Travel by Jen

Spend a week traveling through three Costa Rica cities with this vacation that includes air, transfers and hotel accomodations

Select dates, Aug. 28 - Nov. 11
 
Source: Windstar Cruises

Revel in attentive service on Windstar Cruises, where ships hold no more than 310 passengers

Select October-January dates
 
Source: Gate 1 Travel

This all-inclusive getaway includes beach time and a chance to explore the area's attraction by car.

November 2015 & April 2016; more dates available
 
Source: Sunny Land Tours

Spend a week exploring Costa Rica with departures during Christmas break

December departures
 
Source: The Westin Golf Resort & Spa - Playa Conchal

Book with a MasterCard and score a $75 resort credit at this luxe all-inclusive gem on Costa Rica's northern sugary sands of Playa Conchal.

Travel most dates through Oct. 26; 5-nt. minimum
 
Source: MSC Cruises

From Costa Rica to the Caymans, Mexico to St. Maarten, MSC Cruises cover the Caribbean with its distinct style. Snag deals with diverse itineraries.

Select 2015-2016 dates
 
Source: Alamo Rent A Car

Destinations on sale include Mexico, Costa Rica, Argentina, Brazil, Peru, Dominican Republic and Aruba

Through April 30
 
Source: Cruise.com

Sail to ports in the Bahamas, Aruba, Panama & Costa Rica roundtrip from Fort Lauderdale

Depart Dec. 11; +$190 oceanview
 
Source: Liberty Travel

This four-night vacation includes a stay at 4-star all-inclusive resort in Guanacaste, air, transfers and an introductory scuba lesson

Oct. 14-18
 
Source: Best Price Cruises

Sail aboard the Norwegian Jewel from Los Angeles to Miami, with stops in Cabo, Acapulco, Guatemala, Nicaragua, Costa Rica and Colombia.

Depart Feb. 14 (Valentine's Day), 28
 
Source: Apple Vacations

This package includes air, transfers and three nights at an all-inclusive resort in Guanacaste

Select dates in January
 
Source: TripMasters.com

Volcano & jungle-lined beach includes breakfast & car rental

Priced for November; more dates available
 
Source: TripMasters.com

Volcano, cloud forest & tropical beach including transfers

Priced for November; more dates available
 
Source: TripMasters.com

Volcano & cloud forest includes transfers & breakfast

Priced for November; more dates available
 
Source: Windstar Cruises

Indulge on a "World's Best" small-ship cruise line, with this fleet-wide sale on sailings from from Europe to Tahiti

Select October-January dates
 
Select November-December departures
Friendly Planet Travel
 
 
 
 
Priced for November; more dates available
TripMasters.com
 

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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