4-Day Boston to San Juan, Puerto Rico City Experiences Itinerary

  • Day 1: Old San Juan
    15 minutes (6 miles) from Luis Muñoz Marín International Airport

    Explore the charming streets of Old San Juan, lined with colorful colonial buildings, cobblestone streets, and historic landmarks. Visit the must-see El Morro Fortress, a 16th-century citadel and UNESCO World Heritage site that offers breathtaking views of the ocean and city. Walk along Paseo de la Princesa, a picturesque promenade filled with local vendors selling artisanal goods, street performers, and delicious food options. End the day with a sunset cocktail at La Concha Resort, with spectacular ocean views.

  • Day 2: Condado and Miramar
    10 minutes (3 miles) from Old San Juan

    Explore the vibrant neighborhoods of Condado and Miramar, filled with trendy shops, boutiques, art galleries, and restaurants. Stroll along the lively Ashford Avenue, with ocean views and various shopping options. Visit Museo de Arte de Puerto Rico, a modern museum exhibiting Puerto Rican art and sculptures. End the night at Lote 23, an outdoor food hall with a great selection of local and international cuisines, live music, and vibrant atmosphere.

  • Day 3: Santurce
    15 minutes (4 miles) from Condado

    Discover the most artistic neighborhood in San Juan, Santurce, filled with street art, independent shops, and creative spaces. Visit the famous Miramar Food Truck Park, with a great variety of local and international street food. See the work of Puerto Rican and international artists at the Museum of Contemporary Art, a modernist building with a diverse collection of exhibitions. End the day with a happy hour at La Factoria, a world-renowned cocktail bar located in a historic building, with a tropical outdoor patio and live music.

  • Day 4: Beach Day
    25 minutes (8 miles) from Santurce

    Relax and soak up the sun at one of the top beaches in San Juan, Isla Verde Beach. Enjoy the crystal-clear water, white sand, and various water sports activities. Have a traditional Puerto Rican lunch at Kiosks at Luquillo Beach, colorful huts with various food vendors offering authentic delicacies, seafood, and refreshing tropical drinks. End the day with an oceanfront dinner at Ocean Park Café, a beachfront restaurant with a great selection of seafood and international dishes, live music, and a spectacular sunset view.

Time and Cost Estimates

  • El Morro Fortress (1-2 hours, $10)
  • Museo de Arte de Puerto Rico (2-3 hours, $10)
  • Museum of Contemporary Art (1-2 hours, $5)
  • Water sports activities (1-2 hours, $50)
  • Kiosks at Luquillo Beach (1-2 hours, $15)
  • La Concha Resort (2-3 hours, $25)
  • Lote 23 (1-2 hours, $15)
  • La Factoria (2-3 hours, $30)
  • Ocean Park Café (1-2 hours, $25)
  • Total Estimated Costs: $185

Useful Tips

If you have more time, consider visiting nearby attractions like Bioluminescent Bay, a natural wonder of the world, or El Yunque National Forest, a lush rainforest with various hiking trails and waterfalls. For a shorter trip, you can skip some of the museums and visit more beaches or enjoy shopping in Condado and Miramar. Make sure to check the opening and closing hours of each location, as well as holiday schedules.

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