iBestTravel has partnered with San Juan-based travel community Platea to provide comprehensive guides, curated lists and insider tips for your next trip to Puerto Rico.
A visit to San Juan is enjoyable at any time of the year. The vibrant capital city of Puerto Rico offers a wide array of attractions. With year-round balmy weather, a bustling culinary scene, diverse accommodations, and rich historical opportunities, it stands out as an exceptional destination for all travelers.
History enthusiasts will find ample opportunities to explore throughout the island. This year, Puerto Rico commemorates the 500th anniversary of the founding of Old San Juan, which is the oldest city in the U.S.
The anniversary celebrations, which were delayed due to COVID-19, include two special exhibits at the Museo de San Juan highlighting Puerto Rico’s history and art. Visitors can also enjoy a two-hour walking tour of Old San Juan. Historic sites such as Castillo San Felipe del Morro (El Morro), Castillo de San Cristóbal, and La Fortaleza await discovery.
Moreover, Puerto Rico is among the most affordable Caribbean islands to visit, allowing travelers to save more depending on their timing. San Juan is vibrant with festivals and events year-round, ensuring there’s always something to enjoy.
Enjoy Beautiful Weather During High Season: December to March
The period from December to March typically sees less rain and humidity. Average temperatures hover in the low 80s, attracting North American visitors escaping winter. Consequently, this influx can elevate flight and hotel prices.
Additionally, San Juan ranks as one of the Caribbean’s busiest cruise ports, with numerous cruise ship visitors arriving regularly. Sunny days paired with mild temperatures make it ideal for beach relaxation and outdoor adventures. If you’re considering a Christmas trip, it’s advisable to plan well in advance as hotels tend to fill rapidly.
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Save a Few Dollars During Shoulder Season: Mid-April to June
The shoulder season, often considered the optimal time to visit Puerto Rico, features a decrease in winter crowds, pleasant temperatures, and an abundance of discounted hotel options and cheaper flights. Tours and restaurant reservations are typically more accessible, contributing to a relaxing travel experience.
Less Crowded During the Offseason: July to November
While June and July are peak months for local travelers, they are generally considered the offseason for international visitors. This is an excellent opportunity to delve into the island’s food, culture, and local customs at a leisurely pace.
During this time, you’ll likely share the beaches with more locals, providing a unique chance to forge new friendships and learn about hidden gems that locals frequent for dining and exploration.
Understanding Hurricane Season in Puerto Rico
Hurricane season officially runs from June 1 to November 30. However, hurricanes seldom disrupt travel plans, and accurate forecasts enable effective planning. Historically, the most significant storms tend to occur in August and December.
Monthly Highlights for Visiting San Juan
January: Closing Out the Holiday Season
January is one of Puerto Rico’s cooler months. In San Juan, daytime temperatures average around 84 degrees Fahrenheit, while nighttime temperatures can drop to the low 60s.
Key events: January 6 marks Three Kings Day, celebrating the Wise Men; the San Sebastián Street Festival signifies the unofficial end of the world’s longest holiday season.
February: Crowds and Ideal Weather
February is one of the peak months for tourism in Puerto Rico. The weather is nearly perfect, though prices often rise. Watch out for that special Valentine’s Day promotional offers from restaurants and hotels.
March: Spring Break Season
March sees an influx of American spring breakers and travelers seeking warmth. Consequently, major tourist attractions become busier, necessitating early planning.
Key event: Taste of Rum Festival
April: Hit the Beach
April is the perfect month for beach outings due to warmer temperatures.
Key events: Celebrations for Good Friday and Easter Sunday take place across the island.
May: Family-Friendly Experience
The month of May provides a laid-back atmosphere and sunny weather, perfect for families.
Key events: Saborea Puerto Rico and Puerto Rican Danza Week.
June: Outdoor Activities Galore
June offers the longest days for enjoying the island. It’s an excellent opportunity to participate in outdoor activities.
Key event: Noche de San Juan.
July: Budget-Friendly Travel
Traveling in July allows you to take advantage of offseason rates on hotels, along with a less crowded experience.
August: Rainy Season
This month is characterized by warmer temperatures and increased rainfall.
Key events: San Juan International Billfish Tournament and SOFO Culinary Fest.
September: Peaceful Beaches
After Labor Day, you’re likely to find the beach less crowded as many locals avoid the shoreline due to cooler temperatures.
Key event: Coffee and Chocolate Expo.
October: Quiet Season
Fall is an excellent time to travel to San Juan. Popular beaches such as Atlantic, Condado, and Isla Verde experience much less foot traffic.
November: Gastronomy Month
While Thanksgiving isn’t celebrated in Puerto Rico, many restaurants, particularly within resorts, offer special Thanksgiving menus. Planning ahead is wise for securing your unique dining experience.
December: Festive Celebrations
Visiting Puerto Rico during Christmastime is a truly exciting experience. The island boasts one of the world’s longest holiday seasons, with festivities commencing the day after Thanksgiving and continuing for three weeks past New Year’s Day.
Key events: Old San Juan’s White Christmas Festival and the Lighting of the Town of Bethlehem.
