27 deals from our U.S. 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: MSC Cruises

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

Depart Oct. 22; +$50 nearby dates
 
Source: Sheraton Old San Juan Hotel

It's all about the location: This hotel sits in the heart of Old San Juan, "the city's most romantic, popular spot" (Oyster.com) with perfect views of the bay.

Friday-Monday arrivals through Dec. 12, 2016
 
Source: InterContinental San Juan Resort & Casino

Guests of the InterContinental San Juan find themselves in a tropical wonderland, complete with pool, Jaccuzis, waterfalls, swim-up bars and a beachfront setting in Isla Verde.

Arrivals through Dec. 12, 2016
 
Source: Wyndham Grand Rio Mar Beach Resort & Spa

This deal offers Travelzoo members an exclusive 55% savings for an oceanfront beach resort located near the lush El Yunque rain forest. Discounts on many resort services are also part of the package.

Arrive July 3 - Dec. 12, 2016
 
Source: San Juan Marriott Resort & Stellaris Casino

Steps away from an inviting beach, fine bars, shops and restaurants, the San Juan Marriott Resort & Stellaris Casino is the perfect place to escape to this summer.

Arrival options through Dec. 12, 2016
 
Source: Sheraton Puerto Rico Hotel & Casino

Travelzoo has an exclusive deal for stays at the 4-star Sheraton Puerto Rico Hotel & Casino, a "modern, clean, upscale" hotel (Oyster.com) in the center of Puerto Rico's Convention Center District, a 10-minute cab ride from Old San Juan.

Arrivals through Dec. 12, 2016
 
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: Gran Melia Puerto Rico Golf Resort and Spa

Packed with entertainment options from salsa dance lessons to golf, plus many ways to wind down (think spa treatments and poolside Bali beds), Gran Meliá Puerto Rico offers guests a versatile vacation and 45% savings with this exclusive Travelzoo deal -- no passport required.

Travel through Nov. 17, 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: The Condado Plaza Hilton

Save 50% on a four-night stay at this stylish Hilton in a sought-after location in San Juan's Condado region, known for swanky shops and restaurants.

Arrivals through Dec. 12, 2016
 
Source: TRYP by Wyndham Isla Verde

Travelzoo members can save 50% on a four-night getaway to this new boutique hotel, steps from Isla Verde Beach.

Arrive Sundays and Mondays through Sept. 26, 2016
 
Source: Parador Guanica 1929

This quiet spot, located on the shores of Ensenada Bay in Puerto Rico's southwestern state of Guanica, earns top ratings and a Certificate of Excellence from TripAdvisor guests. Members save over 55% on a four-night stay at Parador Guanica 1929.

Arrivals through Dec. 12, 2016
 
Source: Parador MaunaCaribe

Sneak off for four nights to a secluded inn that overlooks the ocean near Maunabo, Puerto Rico, in the island's southeast with an offer at Parador MaunaCaribe that saves more than 50% on regular rates.

Arrivals through Dec. 12, 2016
 
Source: Parador Palmas de Lucia

Travelzoo members save 55% at Parador Palmas de Lucia with this exclusive offer that includes daily full breakfast for four nights.

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: San Juan Water & Beach Club

Take it easy with an Isla Verde beach escape, where guests can save nearly 50% at a “luxury boutique hotel that beckons sun-seekers” (U.S. News and World Report).

Sunday-Monday arrivals through Dec. 12, 2016
 
Source: Parador Combate Beach

A summer escape to Parador Combate Beach, recognized as "one of the best [hotels] in the area" (Fodor's), takes Puerto Rico visitors to the renowned west coast beaches -- a hidden gem where the locals vacation.

Arrive Aug. 7, 2016 - Dec. 12, 2016
 
Source: Verdanza Hotel

The tropical climate of San Juan and golden sands of Isla Verde are beckoning; take the family for the summer and save 50% on a four-night stay.

Arrivals through Dec. 12, 2016
 
Source: Ponce Plaza Hotel & Casino

Experience the Spanish colonial town of Ponce, whose charming white buildings and cobble stone streets can be found in southern Puerto Rico.

Arrivals through Dec. 12, 2016
 

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