66 deals from our U.S. site*
* Taxes and fees may be additional.
Source: MSC Cruises

Sail aboard MSC Cruises -- a Mediterranean cruise brand with diverse itineraries in the Caribbean, Bahamas and beyond.

Select 2015-2016 dates
Source: Aruba

Escape to Aruba with beachfront resort, vacation and flight deals

Deals into December
Source: Online Vacation Center

Sail in a balcony cabin aboard Oceania Cruises with a deal that offers prepaid gratuities, $200 in onboard credit per cabin and stops in exotic ports.

Dec. 12; +$600-$1100 December-February dates
Source: Star Clippers

Visit secluded ports and unique islands that large cruise ships could never reach. Stay two nights in a 4-star hotel before or after the cruise.

Select November 2015 - March 2016 dates
Source: CheapCaribbean.com

Dash off to a 4-star Waldorf-Astoria Resort in Puerto Rico -- no passport required

Select dates September-November
Source: Windstar Cruises

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

Select October-November dates
Source: Blue Haven Resort

Travelzoo members exclusively save $415 or more on a Turks & Caicos beach getaway with daily breakfast and up to $200 to spend at Blue Haven Resort.

Through Dec. 2, 2015
Source: Limón

"Modern Peruvian flavors and classical French technique" are blended to create "delicious" fare at Limón in Uptown (Westword).

Through Oct. 31, 2015
Source: Lehman Center for the Performing Arts

Travelzoo members save $20 per ticket on Saturday night Latin music concerts at Lehman Center this summer. Balcony seats are available for three shows.

Saturday, Aug. 8, Aug. 15, Sept. 19, at 8 p.m.
Source: Buccament Bay Resort

At more than 60% off regular rates, this five-night all-inclusive Caribbean getaway is worth the extra effort. Sneak off to the lush rain forests and volcanic black-sand beaches of St. Vincent & the Grenadines, “an under-the-radar getaway for the jet-setting elite” (Travel + Leisure).

Options for travel through April 30, 2016
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: Windstar Cruises

Sail from Bridgetown to exotic Caribbean ports such as Pigeon Island, St. George's and Bequia

Jan. 12, 16
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
Source: MSC Cruises

Bask in the sun and cruise the crystal blue waters of the Caribbean aboard the MSC Divina while saving $260 per person on regular prices.

Depart Dec. 5; +$70 Nov. 28
Source: BookIt.com

Starting at $61 per night, book a Caribbean escape for next year and score 55% savings plus flight and resort credits.

Travel Dec. 24, 2015 - April 18, 2016
Source: iCruise.com

Dreaming of a white Christmas? Swap snow for seven nights of sand and sail aboard a top-rated ship.

Dec. 19; +$50-$300 Dec. 18, 20
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: Princess Cruises

Dive into the aqua water of the Dominican Republic, U.S Virgin Islands & St. Maarten with unlimited drinks. Third & fourth guests sail at a discount.

Depart Dec. 11, 20126
Source: Princess Cruises

Snag an early bird deal to sail over the Christmas holiday -- the price includes the cabin, all entertainment and meals.

Depart Dec. 23, 2016
Source: Priceline Cruises

Sail Anchorage to Vancouver on Royal Caribbean, stopping in Glacier Bay, Ketchikan, Juneau, and Skagway

May 27; +$264 June 10

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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