44 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Puerto Rico

No passport required to get to this island paradise

Through December
Source: CruCon Cruise Outlet

This deal features some of the lowest prices we’ve seen for Caribbean sailings all year as part of a buy one, get one 60% off promotion.

Select 2016-2017 dates
Source: Cruise.com

Sail to exotic ports including Barbados, St. Lucia, Antigua, St. Maarten and St. Thomas aboard Celebrity Summit

Depart Nov. 26; Dec. 10; +$140 Nov. 12
Source: MSC Cruises

Head to the Caribbean on MSC Cruises this spring, and visit ports in St. Maarten, Puerto Rico and the Bahamas

Depart April 23; May 7
Source: Featured Destination: Puerto Rico

No passport required to get to this island paradise

Through December
Source: St. Regis Bahia Beach Resort, Puerto Rico

There are only a few days left to snap up one of our most popular luxury getaways ever. This ultra-luxurious AAA 5-Diamond resort offers "escapism and cultural diversion" (Travel + Leisure) in an easy-to-reach Caribbean destination -- no passport required. Travelzoo members exclusively get an unheard-of low price on stays for two adults, and up to two kids, that include credits and waived resort fees.

Through Oct. 31, 2016
Source: Major Airlines on Fly.com

Fly from cities like NYC, Chicago, LA & more.

Fly from cities like NYC, Chicago, LA & more.
Source: Major Airlines on Fly.com

Into Aug.
Source: Major Airlines on Fly.com

Into July
Source: InterContinental San Juan

Unwind with a cocktail at the swim-up bar or in a private poolside cabana

Through September
Source: Sheraton Old San Juan

Spend the afternoon lounging on the rooftop pool or exploring the nearby plazas

Sundays-Thursdays through Oct.; +$10-$30 weekends
Source: Wyndham Grand Rio Mar Beach Resort and Spa

this oceanfront resort is just 5 miles north of El Yunque National Rain Forest

Through Dec. 22
Source: ESJ Azul Collection

This apartment-style hotel is a home away from home

Through August
Source: San Juan Marriott Resort & Stellaris Casino

Steps away from an inviting beach, fine bars and shops in San Juan's Condado district

August-October; +$15-$50 April-July
Source: Acacia Boutique Hotel

Stay seaside near golden Puerto Rico sands

Through Dec. 14
Source: Royal Isabela

This 4.5-star resort boasts free-standing casitas and an 18-hole golf course

Sundays-Thursdays through Nov. 17; +$84 weekends
Source: San Juan Water Beach Club Hotel

U.S. News and World Report Travel ranks this as a top 10 hotel in Puerto Rico.

Travel through September; +$30 through Dec. 22
Source: Condado Plaza Hilton

Located on San Juan's stylish Ashford Avenue and boasting views of Condado Lagoon, this luxe Hilton is offering reduced rates for beach-side getaways.

Through October
Source: El San Juan Resort & Casino, A Hilton Hotel

This offer includes a casino coupon as well as a discount on the hotel's barbecue restaurant.

Through June 28
Source: Sheraton Puerto Rico Hotel & Casino

Save 30% with a spring stay in Puerto Rico's Convention Center District

Through September

Compare Hotel Rates