Puerto Rico

A panoramic view of Castillo San Felipe del Morro and its expansive lawn

Cruising Into Colorful San Juan: History, Flavor, and Forest Trails

San Juan has become one of those ports I’ve returned to time and again, and each visit brings something a little different. Whether arriving in the warmth of November, breezy January, or fresh springtime in March, this city always delivers vibrant culture and scenic beauty.

On my first stop in 2023, none of the cruise excursions caught my eye, but there were plenty of local vendors right at the pier offering guided tours. For just $25, I hopped on a van and ended up with a great guide who knew the city inside and out. We made stops at the Puerto Rican Capitol, the Walkway of Presidents, and the Monument of Remembrance. I especially loved visiting La Plaza del Mercado de Santurce, which had that lived-in local vibe and some great street art. We also passed through La Ventana al Mar for a breezy ocean view before finishing up at Castillo San Felipe del Morro, the famous fortress overlooking the Atlantic. On the way back, I asked to hop off at Parque de las Palomas, where I fed the pigeons and wandered the nearby shops before heading back to the ship.

In early 2024, I came back with friends and suggested we do the same tour so they could get a feel for the key landmarks. We mixed in some relaxed shopping downtown before joining the van tour. Even seeing the same spots again, it felt different sharing the experience with others.

By 2025, I wanted something new, so I booked a ship excursion to El Yunque National Forest. The change of pace was perfect. We stopped at Yokahú Tower for panoramic mountain views and visited the peaceful Baño Grande Historic Site surrounded by lush greenery. One of my favorite moments was at Puente Roto where people were wading and playing in the river, though I didn’t think to bring a swimsuit myself. Even without getting in the water, the forest walks and scenery made it totally worthwhile.

San Juan manages to be both relaxed and alive, historic and modern, grand and down-to-earth. Whether it’s your first visit or your fifth, you’ll find something new to enjoy if you just start walking.

If You Have More Time…

  • Museo de las Américas – Dive into Puerto Rican culture through exhibits on art, history, and indigenous heritage.
  • Casa Blanca – Originally built for Ponce de León, this historic home and garden is a peaceful detour from the tourist-heavy zones.
  • San Juan Cathedral – One of the oldest buildings in the city, rich with architecture and history.
  • La Perla – Walk carefully and respectfully, but this cliffside neighborhood has become a spot of colorful murals and local life.
  • Barrachina – Said to be the birthplace of the piña colada, it’s worth a stop for a quick sip in a shaded courtyard.
  • Condado Beach – Just outside of Old San Juan, this is a nice stretch of sand if you’re in the mood to unwind with some sun and waves.