43 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Jamaica

Escape to the Caribbean with beachfront hotel, air-inclusive vacation and island tour deals

Deals into February
 
Source: Puerto Rico

Beachfront hotels, airfare and vacation deals for fall travel

Sept. 1 - Dec. 19
 
Source: Silversea Cruises

Live in luxury onboard a top-ranked cruise line where all drinks, meals and tips are included

Select November-February dates
 
Source: Westin Puntacana Resort & Club

All rooms in this sprawling new resort have balconies and ocean views

Travel through Dec. 19
 
Source: Royal Caribbean

One-way Alaska sailings allow cruisers to see more glaciers, wildlife and scenery.

May 15; +$130-$250 May 29; June 12; Aug. 7, 21
 
Source: Limón

Save 50% at Limón, where "modern Peruvian flavors and classical French technique" are blended to create "delicious" fare (Westword).

Oct. 7, 2014 - Jan. 15, 2015; closed Mondays
 
Source: CheapOair

Book by Oct. 31 for these roundtrip fares to several Caribbean gateways and the Mexican Riviera.

Select departures through Feb. 25
 
Source: Liberty Travel

Set sail to the Bahamas aboard Royal Caribbean International's Majesty of the Sea, which features kids activities, Broadway-style entertainment & more

Depart: Oct. 27
 
Source: iCruise.com

Sail roundtrip from Port Canaveral to the Bahamas aboard Royal Caribbean's Enchantment of the Seas.

Depart Dec. 8
 
Source: Expedia

Book early to save on five-night peak-season stays in what Lonely Planet calls "the deserted Caribbean destination you’ve been looking for".

Select January 2015 dates
 
Source: Cruise.com

Make way to ports in Greece onboard Royal Caribbean's Splendour of the Seas.

Depart Aug. 22, 2015; +$30 Aug. 8
 
Source: Featured Destination: Jamaica

Escape to the Caribbean with beachfront hotels, upscale resorts and kids stay free options

Deals into March
 
Source: Cruise.com

Cruise roundtrip from Fort Lauderdale onboard Regal Princess to St. Thomas & St. Maarten.

Depart Nov. 16, 23, 30; +$50 Dec. 14
 
Source: MSC Cruises

Sail roundtrip from Miami to St. Maarten, San Juan and Great Stirrup Cay -- a private island.

Depart Nov. 29
 
Source: JetBlue Getaways

Ends Sunday: Book air and hotel together to save on trips to warm-weather destinations in the Caribbean, Costa Rica and more

Depart through Dec. 11
 
Source: Sheraton Old San Juan

This hotel is in the heart of Old San Juan, with the cruise terminals right along the waterfront

Select dates through Dec. 24
 
Source: Puerto Rico Tourism Company

This island-wide sale includes breakfast, room upgrades and beachfront savings up to 55% off.

Through Dec. 19
 
Select dates through Dec. 21
Hilton Curaçao
 
May 1 - Dec. 21, 2015; +$30-$166 Jan. 4 - April 30
Radisson Aruba Resort & Casino
 
Select departures through 2015
Carnival Cruise Lines
 
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Travelzoo Tips

Stephen Aviano — Travel, Entertainment and Local Deal Expert
Stephen Aviano
Deal Expert, New York
Take frame-worthy vacation shots with these tips from our photo pro. More