San Juan Vacations

The city of San Juan in Puerto Rico is first and foremost the oldest city under the dominion of the United States. Dating back some five hundred years, this city of over 400,000 is made up of several districts centered around one of the best harbors in the Caribbean. With a perfect tropical climate, beaches of the most pure white sand, and a ... Read more
colorful and unique architectural flair, San Juan and its surrounding area has a tremendous amount to offer, both uniquely Caribbean and American. Old San Juan is the historic district of the city and is home to several museums and historic attractions. Hato Rey, which is considered the commercial center of San Juan, is home to the areas biggest mall, the Plaza las Americas, with largest Sears and JC Penney’s in the world.

San Juan places to stay and top hotels

San Juan things to do and experiences


San Juan


Hurricane season from July through October is a pretty dicey time to book a ticket to San Juan, but if you like cheap hotel rooms and empty beaches, it might be worth the risk. Most other times of the year ... Read more
would make for a great vacation, in part because the weather very rarely fluctuates beyond 75 to 85F (24-29C). Mid-December to mid-April is peak season, when San Juan revels in a particularly festive Christmas holiday and a big street festival later in January. Spring is calm and a little sleepy, which is best for those who would rather laze around than join in the fiesta.

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San Juan

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San Juan reviews & trip reports

  • 9.8
    History Buffs
  • 9.5
    Adventure Travelers
  • 8.1
    Nightlife Lovers
  • 8.0
    Family Travelers
  • 7.3
    Outdoor Enthusiasts

Member Reviews(131)

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Weston, Florida, USA

I am in love with San Juan. There's such great culture here! The hotel I stayed at was located in San Juan, and I loved it. The food, people and location is great! There are so many things to do here.

Recommended for:Outdoor EnthusiastsFoodiesAdventure TravelersNightlife Lovers
Foster City, California, USA

San Juan is the capital and most populous city in Puerto Rico. Founded in 1521 by Juan Ponce de León.

Recommended for:History Buffs
New York City, New York State, USA

Como la capital de Puerto Rico, San Juan, especialmente el Viejo San Juan es un que ninguno se debe perder en su visita. Personalmente, me encanta caminar por las calles de adoquines en el Viejo San Juan mientras disfruto de la vieja y colorida arquitectura colonial española que hace a la ciudad tan encantadora. También me encantan los dos fuertes, El Morro y San Cristóbal, que agregan un sentido más profundo de historia y cultura al lugar.

Para disfrutar de la ciudad, simplemente hay que caminar y perderse en ella. Cada esquina tiene algo diferente e interesante de ver y experimentar.

Recommended for:Family TravelersHistory BuffsAdventure TravelersNightlife Lovers
Brooklyn, New York State, USA

Historic part of Puerto Rico with many monuments, also great food and nightlife

Recommended for:Outdoor EnthusiastsFoodiesNightlife Lovers
Kissimmee, Florida, USA

San Juan, Puerto Rico's capital and largest city, sits on the island's Atlantic coast. Its widest beach fronts the Isla Verde resort strip, known for its bars, nightclubs and casinos. Cobblestoned Old San Juan features colorful Spanish colonial buildings and 16th-century landmarks including El Morro and La Fortaleza, massive fortresses with sweeping ocean views, as well as the Paseo de la Princesa bayside promenade.

Recommended for:Family TravelersLuxury TravelersAdventure TravelersNightlife Lovers
San Francisco, California, USA

San Juan makes a great weekend getaway especially if you love on the east coast and want to escape the cold winters! Everything is pretty much walking distance and easy to access such as the cruise docking ports, restaurants, and bars. The city also has very European feel to it with its cobblestone streets and colorful buildings.

Recommended for:FoodiesBackpackersHistory BuffsNightlife Lovers
Belleville, Canada

San Juan was ABSOLUTELY breathtaking. If you're visiting here, check out the forts and take a stroll down old San Juan; it is gorgeous and is a great spot for those artsy photographers. The picture I have attached is one of the one-way streets in old San Juan; just goes to show that this place is gorgeous and is a great photo op for any travelling photographer!

Recommended for:BackpackersHistory BuffsArt & Design Lovers
Rochester, Minnesota, USA

I loved my time in San Juan. It felt like being in Europe in a way, the locals are very friendly as they want to share their culture. Old San Juan is great, as is Condado, between Old San Juan and the airport. Nice beaches, and you might be able to catch an evening concert in a park.

Recommended for:Family TravelersHistory BuffsNightlife Lovers
Philadelphia, Pennsylvania, USA

I only spent a day in San Juan because it was where we were sailing for our cruise, but I really enjoyed the time I spent there! I would definitely go back and see what more San Juan has to offer!

Recommended for:History BuffsAdventure Travelers
Austin, Texas

San Juan is so rich and beautiful in every way. Whether you're into history, nightlife, food, etc there is a spot for everyone.

Recommended for:Luxury TravelersHistory BuffsAdventure TravelersNightlife Lovers