15 deals from our Canadian site*
* Taxes and fees may be additional.
Source: CruCon Cruise Outlet

Few cruise lines are as highly praised as Royal Caribbean, having won more than 50 awards in 2015.

Select 2016-2017 dates
 
Source: Holland America Line

With four guests in a cabin, the whole family can cruise for less than $250 per person, effectively.

Select November-December dates
 
Source: CruCon Cruise Outlet

Discover islands like St. Croix, St. Lucia & Antigua without spending a fortune on flights & hotels.

Depart Dec. 10, 17; +$80-$200 dates through April
 
Source: CruCon Cruise Outlet

The extras never end -- drinks, free gratuities, an onboard credit and a specialty dinner.

Select 2017 dates
 
Source: Disney Cruise Line

Cruise to Castaway Cay, Disney’s private Bahamian paradise with activities for all ages.

Select July sailings
 
Source: CruCon Cruise Outlet

You get all meals, drinks, accommodations & entertainment for less than $65 per day. No brainer.

Select dates through April
 
Source: Transat

Travelling in the summer to the Caribbean means snagging lower room rates and fewer crowds.

Select departures end of July into August
 
Source: blu Hotel, St Lucia

This 5-night getaway to St Lucia -- a land of "volcanic rock beaches, lush fruity landscapes, and a lively nightlife" (Frommer's) -- saves 75% on current rates, and includes two spa treatments and US$50 to spend on lunch, dinner or drinks.

Travel options through Dec. 19, 2016 and Jan. 4 - Apr. 30, 2017
86% (84 ratings)
 
Source: Buccament Bay Resort

At 70% off regular rates, this five-night all-inclusive Caribbean getaway is worth the extra effort. Sneak off to the lush rain forests and idyllic beaches of St. Vincent & the Grenadines -- “the Caribbean's best-kept secret” (Travel + Leisure).

Arrival options through Dec. 15, 2016
86% (84 ratings)
 
Source: Seg'z Restaurant

Savour some classic Canadian-Caribbean dishes from Seg'z Restaurant in Toronto, located North of St. Clair. Travelzoo members dine for half off.

Through Aug. 15, 2016
 
Source: Royal Caribbean International

Choose from four Royal Caribbean cruise with air packages that visit ports in Southern, Eastern and Western Caribbean. Save $385 per person.

August 20 and 27 sailings
 
Source: Cruise.com

Sail roundtrip San Juan to Barbados, St. Lucia, Antigua, St. Maarten and St. Thomas aboard Celebrity Cruises.

Depart Nov. 26; Dec. 10
 
Source: MSC Cruises

This deal includes all meals, drinks, Wi-Fi and a tour excursion. Plus, kids sail free on select sailings.

Depart Oct. 22; +US$50 nearby dates
 
Source: Royal Caribbean International

Harmony of the Seas has been the most talked about cruise ship recently. Snag this hot deal and cruise on the world's largest ship over the holidays.

Depart Dec. 3; +$88 to depart Dec. 10
 
Source: Air Transat

These roundtrip fares are ideal for those looking to go down South. Various destinations to pick from including Jamaica, Florida and Mexico.

July 2016 through to January 2017 departures
 
17 deals from our U.S. site*
* Taxes and fees may be additional.

Deals are priced in U.S. dollars and are sourced by our U.S. Deal Experts. Airfare and air-inclusive vacation or cruise pricing includes taxes; hotel, entertainment, car rental, cruise and Local Deal prices do not include tax, and you may need to pay some tax directly to the provider.

Source: blu Hotel, St Lucia

"Magnificent, lush scenery makes Saint Lucia one of the most beautiful Caribbean islands" (Fodor's). Spend 5-nights discovering its beauty with this deal that saves over 75% off current rates, and throws in two 60-minute spa treatments to boot.

Travel options through Dec. 19, 2016 and Jan. 4 - Apr. 30, 2017
 
Source: Hacienda Tamarindo

Named for the 250-year-old tamarind tree that climbs through the center of the lobby, the plantation-style Hacienda Tamarindo in Vieques is "one of the prettiest hotels on the island" (Fodor's).

Arrivals through Dec. 12, 2016
 
Source: Coral Princess Hotel

Reserve a stay at a top 10 San Juan hotel (TripAdvisor) that's great for couples and "feels more like a cozy bed & breakfast" (Oyster.com).

Arrivals through Dec. 12, 2016
 
Source: Holiday Inn Ponce & Tropical Casino

Plan a family vacation to Puerto Rico with a retreat in Ponce, a historic city in the South set amid lush mountains near the Caribbean Sea.

Arrivals through Dec. 12, 2016
 
Source: Buccament Bay Resort

At 70% off regular rates, this five-night all-inclusive Caribbean getaway is worth the extra effort. Sneak off to the lush rain forests and idyllic beaches of St. Vincent & the Grenadines -- “the Caribbean's best-kept secret” (Travel + Leisure).

Arrival options through Dec. 15, 2016
 

Compare Hotel Rates

Travelzoo News

Greg Kunstler — Travel, Entertainment and Local Deal Expert
Greg Kunstler
Deal Expert, Toronto
Here are some I can no longer live without. More