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San Juan, Puerto Rico · United States

4 Days in San Juan

4 Days

old San Juan painting

San Juan can be the best of both worlds: a beautiful, relaxing beach vacation and an exciting, historic city escape.

Trip length
4 Days

Day One- Arrival & Check In

Uber to your hotel from the airport. If you can't check in yet, leave your bags at the front desk and start exploring.

  1. 01

    Pool & Beach Time

    Check out the hotel amenities before kicking off your trip with a relaxing time by the pool until dinner.

  2. 02

    Dinner at STK

    Reservation recommended
  3. 03

    Evening Walk Around Condado Beach

    Allow about an hour

    Check out the shops and nightlife on a casual post-dinner walk.

Day Two-Snorkeling Excursion

  1. 01

    Breakfast at your hotel

    I almost always stay someplace that serves a buffet breakfast. It's a convenient and quick way to fuel up for the day.

  2. 02

    Snorkeling with Sea Turtles at Parque Acuatico del Escambron

    Allow about 3 hours

    Book Ahead

    Book a guided snorkeling excursion in the calm waters of the nearby Parque Acuatico del Escambron. You'll see sea turtles and many tropical fish. Enjoy the beach and park afterwards before heading back to your hotel.

  3. 03

    Dinner in Condado Beach

    Reservation recommended

    There are many walkable restaurants in Condado Beach. Check reviews for places that interest you and make a reservation. Perhaps find a place with a view over the lagoon.

Day Three- Old Town San Juan

  1. 01

    Historic Walking Tour of Old San Juan

    Allow about 4 hours

    Book Ahead

    Book a walking tour with hotel pick up of Old San Juan. You'll walk the brightly colored colonial neighborhoods and see a number of interesting sites such as Plaza Colon, Catedral de San Juan, Castillo San Felipe del Morro, the old city walls and much more.

  2. 02

    Lunch in Old San Juan

    Pop into one of the many Puerto Rican restaurants in Old Town and sample some authentic local dishes.

  3. 03

    Afternoon Pool & Beach Time

    Enjoy as long as you'd like

Day Four- Spa Day

  1. 01

    Spa Treatment at Condado Vanderbilt

    Allow 2+ hours

    Book ahead

    Enjoy a relaxing day at the hotel spa. Non-hotel guests may also make an appointment. Book a massage, facial or other treatment and enjoy the amenities before and after including the sauna, steam room and luxurious bathing facilities.

  2. 02

    More Pool & Beach Time

    Enjoy your last afternoon in the sun.

  3. 03

    ALTERNATIVE: Day Trip to El Yunque

    Allow about 6 hours

    Book Ahead

    If you're seeking more adventure instead of a spa day, book a guided tour of Puerto Rico's gorgeous rainforest, El Yunque. Most tour companies offer hotel pick up and drop off.

  4. 04

    Dinner at Tacos & Tequila

    reservation recommended

    Have your final dinner overlooking the Atlantic.

Where I Stayed

Condado Vanderbilt, Condado Beach

Where I Ate

Ola for a breakfast buffet

STK for a steak dinner

Cayo Caribe for authentic Puerto Rican

Tacos & Tequila for dinner with a view

Getting Around

Both Old Town San Juan and Condado Beach are very walkable but you will probably need to Uber or taxi between them. Ubers are plentiful in the area and many guided tours offer pick up from your hotel so I have never felt the need to rent a car although many people do and you can easily rent one at the airport.