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San Juan vacations

Miles of Caribbean shoreline give Puerto Rico a border of beautiful white sand beaches and turquoise water. Beyond the beach, you can experience the unique culture of Old San Juan or the vibrant downtown nightlife. With Southwest Vacations®, deals on fun-filled Puerto Rico vacation packages are right at your fingertips.
Miles of Caribbean shoreline give Puerto Rico a border of beautiful white sand beaches and turquoise water. Beyond the beach, you can experience the unique culture of Old San Juan or the vibrant downtown nightlife. With Southwest Vacations®, deals on fun-filled Puerto Rico vacation packages are right at your fingertips.
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Stunning hotels and luxurious resorts are available with a complete San Juan vacation package. Enjoy accommodations for every budget with Puerto Rico hotels near El Yunque National Forest, on Condado Beach or Coco Beach, and within the Isla Verde area. Venture to roads less traveled and discover one of the most popular sights on the west coast of Puerto Rico, the Natural Stone Bridge in Cabo Rojo. This natural bridge/arch is surrounded by bright red limestone cliffs and a beach cove fit for a pirate where the sunset light creates a dramatic scene like nowhere else on the island.

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San Juan deals

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  • Hyatt Regency Grand Reserve PR
    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Puerto Rico, San Juan

    Best priced departure dates
    2024: Nov 25 - Dec 31 2025: Jan 1 - Feb 15
    4 nights hotel + flight from
    Get Price
  • The Royal Sonesta San Juan
    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews

    Puerto Rico, San Juan

    Best priced departure dates
    2024: Nov 25 - Dec 31 2025: Jan 1 - Feb 15
    5 nights hotel + flight from
    Get Price
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Here are a few of our most popular San Juan resorts:

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Puerto Rico

    Wyndham Grand Rio Mar

    This luxurious resort boasts an atmosphere of first-class elegance and unforgettable service.

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Puerto Rico

    San Juan Marriott Rst & Stellaris Casino European Plan

    Overlooking Puerto Rico’s famed Condado Beach, this relaxing oceanfront resort appeals to everyone.

  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Puerto Rico

    La Concha, A Renaissance Resort

    La Concha is hip and cool, retro and chic, stylish and sophisticated. It is the quintessential San Juan beach hotel, and the place to be at.

Things to do in San Juan

  • Luquillo Beach Puerto Rico

    Rain Forest & Luquillo Beach Tour

    The tour starts with a detailed explanation of all vegetation and wild life. You will be given the opportunity to hike between 25-30 minutes through the Red Tree Trail and then an additional 30 minutes to splash in the Mina Waterfall. Tour provided by Adames Sedan Service.
  • Bacardi Factory Puerto Rico

    Bacardi Rum Tour

    Enjoy a guided tour of the world famous Bacardi Rum plant where you will learn the procedures of rum manufacturing and experience the past, present, and future of the world-famous Bacardi Company. The largest of its kind in the world, The Bacardi Rum Distillery, is one of the most popular attractions in Puerto Rico.  Provided by Adames Sedan Service.
  • Viejo San Juan Puerto Rico

    Old San Juan Tour

    Old San Juan, also known as the "old city", is the main cultural tourist attraction in Puerto Rico; its bayside is lined by dock slips for large cruise ships. It was declared a "UNESCO World Heritage Site". A 500-year-old neighborhood originally conceived as a military stronghold. Tour provided by Adames Sedan Service.
  • La Mina

    Rain Forest Tour

    El Yunque National Forest, formerly known as the Caribbean National Forest, is located in the rugged Sierra de Luquillo 40 km Southeast of San Juan. El Yunque, the oldest forest reserve in the Western Hemisphere, is home to 79 types of birds, 50 native orchids and hiking trails to take you to see it all! Tour provided by Adames Sedan Service.
  • Sail PR (San Juan)

    San Juan Bay Sailing

    Discover San Juan, Puerto Rico aboard a 37-foot catamaran sailboat while enjoying botomless mimosas, mojitos, house rum punch, and more complimentary drinks. Take in the panoramic views on this pleasure sightseeing tour of San Juan Bay and adjacent waters.

Here are some things to enjoy while you’re there:

  • Soak up the sun, sand, and surf at Condado and Luquillo beaches.
  • Hike through the El Yunque National Forest and enjoy the waterfalls.
  • Shop, dine, and study Old San Juan’s rich cultural history.
  • Go on a sunset sail around the island.
  • Learn the classic taste of San Juan with a mixology class or rum tasting tour.

Southwest Vacations® packages to San Juan, Puerto Rico offer a wide variety of hotels and activities with some of the best Puerto Rico deals around.


Additional information on San Juan activities:

Experience all the famous things to do in Puerto Rico. Combine casinos, spas, and old world charm with beautiful beaches and all the natural beauty throughout the island of Puerto Rico for a perfect San Juan vacation.

Puerto Rico is an excellent choice for a Caribbean island vacation destination where you can revel in the warm waters at the tropical beaches, experience entertaining nightlife, and win big at lavish casinos. The rich culture of old San Juan can be found in the Spanish architecture, charming cobblestone streets, and the sturdy forts guarding the city.

Explore El Yunque National Forest where plenty of hiking trails take you to see the numerous resident species of birds and native orchids throughout the rain forest. Within the San Juan area, visit Luquillo Beach where huge plantations of majestic coconut palms shade the soft sandy beach. Thirsty for rum? Tour the Bacardi distillery and learn how the world-famous local rum manufacturer produces their tasty and popular product. Include these San Juan activities and tours in your fun-filled vacation to Puerto Rico.

Flight service to San Juan (SJU) may vary based on departure date and origin city. View our flight information, so you can vacation with ease.