Boston to San Juan Puerto Rico 4-Day City Itinerary

  1. Day 1: Old San Juan
    17 minutes (7.5 miles) from San Juan Airport

    Start your trip in Old San Juan exploring the preserved history and colorful architecture of this national historic site. Visit attractions such as the Castillo San Felipe del Morro, a 16th-century fortress overlooking the Atlantic Ocean, and the Cathedral of San Juan Bautista, the second oldest cathedral in the Western Hemisphere. Cap off the day with stunning views of the sunset over the bay from the Paseo de la Princesa, a picturesque promenade featuring local artisans and vendors.

  2. Day 2: Santurce Art District
    10 minutes (2.5 miles) from Old San Juan

    Day two takes you to the vibrant Santurce Art District, known for its street art and creative energy. Start at the Museo de Arte de Puerto Rico, featuring works from Puerto Rican and Latin American artists. Then, stroll over to the colorful murals of Calle Cerra, and explore the trendy bars and cafes in the area. End your day at the Condado Lagoon, a picturesque spot for kayaking and paddleboarding.

  3. Day 3: Isla Verde Beaches
    15 minutes (6 miles) from Santurce Art District

    Experience the stunning beaches of Puerto Rico on day three. Start at the Isla Verde Beach, a popular spot for sunbathing, swimming, and water sports. Then, visit the nearby Pine Grove Beach, a quieter and more secluded strip of sand. Relax with a refreshing cocktail and enjoy local seafood at one of the many beachside restaurants.

  4. Day 4: Plaza Las Americas
    8 minutes (2.5 miles) from Isla Verde Beaches

    End your trip with some shopping at the largest shopping mall in the Caribbean, the Plaza Las Americas. The mall features over 300 stores, a movie theater, and a variety of dining options. Take a break from shopping at the indoor playground or the arcade.

Time and Costs Estimates

  • Castillo San Felipe del Morro (2 hours, $7)
  • Cathedral of San Juan Bautista (1 hour, free admission)
  • Museo de Arte de Puerto Rico (2 hours, $12)
  • Kayaking at Condado Lagoon (2 hours, $20)
  • Isla Verde or Pine Grove Beach Chair Rentals (3 hours, $10)
  • Plaza Las Americas Shopping (3 hours, varies by purchases)
  • Total Estimated Costs: $49

Useful Tips

If you have an extra day to spare, take a day trip to the El Yunque National Forest, a lush tropical rainforest with picturesque waterfalls and hiking trails. If you have less time, consider skipping Plaza Las Americas and spending more time at the beach or exploring Old San Juan's streets.

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