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

Beachfront hotels, airfare and vacation deals for fall travel

Sept. 1 - Dec. 19
Source: Featured Destination: Puerto Rico

No U.S. passport is required

Through December
Source: Featured Destination: Puerto Rico

Escape to the Caribbean this summer with increased airlift, including Southwest and United flights

Through August
Source: Featured Destination: Puerto Rico

No U.S. passport is required

Through December
Source: Sheraton Puerto Rico Hotel & Casino

Great for business or leisure, the hotel is near both the convention center and Condado Beach.

Sundays-Thursdays through Aug. 30
Source: Sheraton Old San Juan Hotel & Casino

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

Sundays-Thursdays through Dec. 15
Source: JetBlue Airways

Book a seat this fall and travel to popular cross-country and international destinations.

Sept. 2 - Nov. 20
Source: Auto Europe

Choose from car rental services in 135 countries worldwide including Italy, France, Spain, Costa Rica, New Zealand, Argentina and more

Pick-ups through the end of the year
Source: Pleasant Holidays

An affordable long weekend of relaxation and 4-star service awaits in Puerto Rico.

Select dates Sept. 1-30
Source: Condado Lagoon Villas at Caribe Hilton

Discover Puerto Rico's rich history at the onsite colonial Spanish fort.

Aug. 10 - Dec. 15
Source: Courtyard Isla Verde Beach Resort

Guests will have what Frommer's calls a "beautiful beach" only steps away.

Sept. 1 - Oct. 31, +$10 weekends
Source: The Condado Plaza Hilton

Bordered by both the beach and the lagoon, the resort is surrounded by rich marine life.

Through August
Source: Rico Sun Tours

Discover Puerto Rico, from rain forests to beaches to historic cities.

Sept. 1 - Dec. 19
Source: Hacienda Tamarindo

Explore picturesque Vieques Islands with an included three-day Jeep rental.

Sept. 1 - Dec. 19
Source: San Juan Marriott Resort & Stellaris Casino

This oceanfront 4-star resort deal is valid for travel into December.

Select dates July-December
Source: Wyndham Grand Rio Mar Beach Resort & Spa

This beachfront resort is 3 miles from El Yunque Rain Forest, which is home to exotic wildlife.

Through December
Source: Hilton Ponce Puerto Rico

This beachfront resort is the only 4-star property in Ponce.

Through August
Source: Caribe Hilton

Puerto Rico's rich history is apparent at the colonial Spanish fort located on site.

Select dates Aug. 3 - Nov. 1
Source: W Retreat & Spa Vieques

Vieques Island was named a Top 10 Islands in the Caribbean & Atlantic by Conde Nast Traveler.

Through August
Source: Casa Verde Hotel

Bask in the sunshine and the slow pace of this off-the-beaten-path surf town.

Aug. 1 - Dec. 18
Cheap Roundtrip Fares to San Juan from:
(Per person, including taxes and fees. Click a price to verify availability now.)
more cities
close close
don't see your city?
Don’t see your city listed above? Search for flights to San Juan:

Still looking for your flight?
Try Fly.com, a new airfare search engine from

Compare Hotel Rates

Travelzoo Tips

Travis Kunz — Travel, Entertainment and Local Deal Expert
Travis Kunz
Deal Expert, Miami
Can you top my tale of meeting the great white? More