4 star rating: Recommended 1 Review

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  • Address: Paseo de la Princesa, San Juan, Puerto Rico

Puerto Rico ATTRACTIONS See all

San Juan Gate Tours

Named in honor of Saint John the Baptist, La Puerta de San Juan was originally one of five doorways to the city used to protect its streets from invaders and each gate has its own unique function. Today, this towering red and white entryway that’s tucked into the city’s surrounding stonewall offers a truly magical way to enter and explore Puerto Rico’s capital city.

Travelers who pass through this historic entrance will find energetic vendors selling traditional snacks and ice-cold piragua along walkways heading towards the historic old town. Ancient trees stretch high into the sky and provide cool shade for lovers on romantic strolls. Narrow cobblestone streets lined with restored Spanish colonial homes and ornate balconies add to the charm of this favorite San Juan attraction. 

Practical Info

Travelers who start their walk to the gate from Paseo la Princesa will find the most picturesque views of San Juan Bay.

Tours & Tickets

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San Juan Catamaran Sunset Sail, San Juan, null
TVRM_SORTED : true ESSENTIAL : 1 ADMISSION : 5

San Juan Catamaran Sunset Sail

5 star rating: Highly Recommended 28 Reviews

Sit back, relax and take in the amazing sights of historic San Juan Bay with picturesque sunset lighting. This 2 hour sail aboard a 37ft catamaran sailboat ...  Read more

Location: San Juan, Puerto Rico
Duration: 2 hours (approx.)

From USD $80.00
Small-Group Tour: Old San Juan and Bacardi Factory, San Juan, Night Cruises
TVRM_SORTED : true ESSENTIAL : 1 ADMISSION : 5

Small-Group Tour: Old San Juan and Bacardi Factory

5 star rating: Highly Recommended 1 Review

See Old San Juan - the second oldest city in America and UNESCO World Heritage Site and US Historic Zone - and explore 400 years of Spanish-rich legacy in this ...  Read more

Location: San Juan, Puerto Rico
Duration: 5 hours (approx.)

From USD $79.00
Narrated Sunset Boat Tour of San Juan, San Juan, Cultural Tours
TVRM_SORTED : true ESSENTIAL : 1 ADMISSION : 5

Narrated Sunset Boat Tour of San Juan

4.5 star rating: Recommended 10 Reviews

Join for an informative and fun boat tour of the San Juan Harbor at sunset. Board the USCG certified, handcrafted, 47 passenger boat in Old San Juan for a ...  Read more

Location: San Juan, Puerto Rico
Duration: 90 minutes (approx.)

From USD $52.00
Old San Juan Deluxe Walking Tour, San Juan, Sunset Cruises
TVRM_SORTED : true ESSENTIAL : 1 ADMISSION : 5

Old San Juan Deluxe Walking Tour

4 star rating: Recommended 6 Reviews

Visit one of the oldest cities in the world, San Juan, founded by the Spanish in 1521 AD. Get to know Old San Juan's history and sights on this walking tour ...  Read more

Location: San Juan, Puerto Rico
Duration: 3 hours (approx.)

From USD $66.00
Walking Tour of Old San Juan, San Juan, Walking Tours
TVRM_SORTED : true ESSENTIAL : 1 ADMISSION : 5

Walking Tour of Old San Juan

4.5 star rating: Recommended 4 Reviews

Do you want to explore and learn about Old San Juan, the historical city? With this 4-hour guided tour, you get what you are looking for. You will see lots ...  Read more

Location: San Juan, Puerto Rico
Duration: 4 hours (approx.)

From USD $62.00
San Juan Harbor Tour Aboard La Paseadora, San Juan, Walking Tours
TVRM_SORTED : true ESSENTIAL : 1 ADMISSION : 5

San Juan Harbor Tour Aboard La Paseadora

4.5 star rating: Recommended 10 Reviews

Join for an informative and fun boat tour of San Juan Harbor. Board the USCG certified, handcrafted, 47 passenger boat at Pier 1 in Old San Juan for a ...  Read more

Location: San Juan, Puerto Rico
Duration: 60 minutes (approx.)

From USD $39.00
Fountain of Youth Tour of Old San Juan, San Juan, Catamaran Cruises
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 3

Fountain of Youth Tour of Old San Juan

5 star rating: Highly Recommended 6 Reviews

Discover the Beauty of Old San Juan with writer David Rodriguez, The Rise and Fall of the Great Barbate. From San Juan’s colonial Golden Age to the Gilded Age ...  Read more

Location: San Juan, Puerto Rico
Duration: 2 hours (approx.)

From USD $45.00
Old San Juan Segway Tour, San Juan, Historical & Heritage Tours
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

Old San Juan Segway Tour

5 star rating: Highly Recommended 71 Reviews

Glide through Old San Juan’s 500 years of history on this 2-hour tour by Segway. Known as ‘The Walled City,’ Old San Juan was founded as a military stronghold ...  Read more

Location: San Juan, Puerto Rico
Duration: 2 hours (approx.)

From USD $103.69
Old San Juan Walking Tour, San Juan, Segway Tours
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

Old San Juan Walking Tour

5 star rating: Highly Recommended 218 Reviews

Discover the beauty of Old San Juan with writer David Rodríguez, author of The Rise and Fall of the Great Barbate. Tour Old San Juan's most important ...  Read more

Location: San Juan, Puerto Rico
Duration: 2 hours (approx.)

From USD $40.00

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