Old San Juan Bike and History Tour with Bridge Jumping
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Old San Juan Bike and History Tour with Bridge Jumping

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(1 reviews)
3h
For a full refund, cancel at least 24 hours before the scheduled departure time.
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About this experience

Experience the perfect blend of adventure, history, and island beauty on this three-hour guided bicycle tour from Condado to Old San Juan and back. Ride along the stunning coastline, where turquoise waters meet centuries-old walls, and feel the ocean breeze as you pedal through Puerto Rico’s most iconic sights.

You’ll glide past El Escambrón Beach’s golden sands, trace the stone ramparts of Castillo San Cristóbal, and enter the heart of Old San Juan, with its cobblestone streets, colorful colonial buildings, and views of La Puerta de San Juan and the legendary El Morro fortress. Along the way, take in the vibrant spirit of La Perla, where murals and music bring the seaside cliffs to life.

The tour ends with a splash—literally—as you cool off with an optional jump from Puente Dos Hermanos into the crystal-clear waters of the Condado Lagoon. It’s the perfect mix of culture, scenery, and thrill—a ride that captures the very soul of San Juan, its people and culture.

Available options

Old San Juan Bike and History Tour with Bridge Jumping

What's included

Bottled water
Helmet
All guests will use our Mountain Bikes which will make riding in the city as easy as possible

Detailed itinerary

1
Stop 1 Pass by

**San Felipe del Morro**, often called *El Morro*, is a historic fortress located in **San Juan, Puerto Rico**. Built by the Spanish between the **16th and 18th centuries**, it was designed to guard the entrance to **San Juan Bay** and protect the city from sea attacks. The fort features massive stone walls, ramparts, and sentry boxes (*garitas*) overlooking the Atlantic Ocean. Today, it’s a **UNESCO World Heritage Site** and part of the **San Juan National Historic Site**, attracting visitors for its impressive architecture, panoramic views, and deep colonial history.

2

**Puente Dos Hermanos** is a graceful bridge in **San Juan, Puerto Rico**, that beautifully links the vibrant **Condado** district with the historic charm of **Old San Juan**. Stretching across the tranquil **Condado Lagoon**, it offers stunning views of shimmering blue waters, lush mangroves, and the city’s skyline—especially breathtaking at sunrise and sunset.

Historically, the bridge was named after the **Behn brothers**, two visionaries who helped develop Condado in the early 1900s, transforming it into one of San Juan’s most elegant neighborhoods. Though rebuilt over the years, Puente Dos Hermanos still preserves its classic charm, serving as both a scenic walkway and a symbol of connection between Puerto Rico’s natural beauty and its rich urban heritage.

3

**Balneario El Escambrón** is one of **San Juan’s most beautiful beaches**, blending golden sands, clear turquoise waters, and a backdrop of historic charm. Nestled near **Old San Juan**, it offers a peaceful escape where visitors can swim, snorkel among coral reefs, or simply relax under palm trees while enjoying views of the **Atlantic Ocean** and the city’s skyline.

Historically, the area has long been a favorite local gathering spot, once part of the defensive zone surrounding **El Morro** and **San Cristóbal** forts. Over time, it evolved into a beloved public beach and marine reserve, balancing recreation with natural preservation. Today, **Balneario El Escambrón** stands out as a rare blend of **urban convenience, scenic beauty, and historic atmosphere**, making it one of San Juan’s most iconic coastal treasures.

4
Stop 4 Pass by

**Castillo de San Cristóbal** is a magnificent fortress in **San Juan, Puerto Rico**, celebrated for both its historic power and breathtaking scenery. Sprawling across the eastern edge of **Old San Juan**, it rises above the Atlantic coastline, offering sweeping views of the ocean, the city’s colorful rooftops, and the distant **El Morro** fortress. Its massive stone walls, tunnels, and lookout points create a dramatic contrast with the surrounding sea and sky.

Built by the **Spanish in the 18th century**, San Cristóbal was designed to defend San Juan from land-based attacks—making it the largest fortification ever built by Spain in the Americas. Today, this **UNESCO World Heritage Site** captivates visitors with its blend of **military grandeur and natural beauty**, standing as a powerful reminder of Puerto Rico’s colonial past and its enduring coastal splendor.

5
Stop 5

**Old San Juan** is the vibrant heart of **Puerto Rico’s history and beauty**, a seven-block islet where **cobblestone streets**, **pastel-colored buildings**, and **flower-filled balconies** overlook the sparkling **Caribbean Sea**. Surrounded by ancient stone walls and crowned by fortresses like **El Morro** and **San Cristóbal**, the district blends colonial elegance with tropical charm, offering stunning views of the ocean at every turn.

Founded in **1521**, Old San Juan is one of the oldest European settlements in the Americas and served as Spain’s key stronghold in the Caribbean. Today, it’s a living museum and a lively neighborhood, filled with art galleries, cafés, and music drifting through the streets. With its blend of **historic grandeur, vivid colors, and coastal beauty**, Old San Juan captures the timeless soul of Puerto Rico.

6

**La Perla** is a colorful, seaside neighborhood nestled just outside the walls of **Old San Juan, Puerto Rico**, where vibrant street art and ocean waves come together in a striking display of authenticity and resilience. Perched along the rugged Atlantic coastline, its bright houses cascade down the hillside toward the sea, creating one of the island’s most unique and photogenic views—especially at sunset, when golden light bathes the murals and rooftops.

Historically, **La Perla** was established in the 19th century as a community for workers and freed slaves who were not allowed to live within San Juan’s fortified walls. Though once overlooked, it has grown into a powerful symbol of **Puerto Rican culture, creativity, and community spirit**. Today, visitors are drawn to its **vivid scenery, rich music, and welcoming locals**, making La Perla a living expression of Puerto Rico’s beauty, strength, and soul.

7
Stop 7 Pass by

**La Puerta de San Juan** is one of the most iconic and picturesque landmarks in **Old San Juan, Puerto Rico**. Set within the city’s massive stone walls, this grand, crimson-colored gate once served as the **main entrance** to the fortified city. Passing through it feels like stepping back in time—beyond the gate, cobblestone streets lead to colonial plazas, centuries-old churches, and pastel-hued buildings, all framed by the gentle hum of the nearby sea.

Built in the **16th century**, La Puerta welcomed governors, bishops, and royal visitors arriving by ship. Above its arch, an inscription still gives thanks to God, a reflection of the deep faith of the era. Today, it stands as a **symbol of history and endurance**, offering breathtaking views of the **San Juan Bay** and serving as a serene reminder of Puerto Rico’s colonial heritage and timeless coastal beauty.

What's not included

Alcoholic Beverages
Meals

Available languages

Guide guide
EN ES

Reviews breakdown

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Important information

Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels

Meeting point

We meet right next to the Statue of the Mother holding her baby

About Puerto Rico

Puerto Rico is a vibrant Caribbean island offering a unique blend of Spanish, African, and American cultures. Known for its stunning beaches, lush rainforests, and rich history, it's a destination that caters to both adventure seekers and those looking to relax.

Top Attractions

Old San Juan

A vibrant historic district with colorful Spanish colonial buildings, cobblestone streets, and historic forts. It's a UNESCO World Heritage Site and a must-visit for history and culture lovers.

Historical Half day to full day Free to explore, attractions may have entry fees

El Yunque National Forest

The only tropical rainforest in the U.S. National Forest System, offering lush greenery, waterfalls, and hiking trails. It's a paradise for nature enthusiasts and adventure seekers.

Nature Full day Free entry

Bioluminescent Bays

Puerto Rico is home to three bioluminescent bays, where the water glows with millions of tiny plankton. It's a magical experience that should not be missed.

Nature Evening tour Moderate to Expensive (tour prices vary)

Culebra and Flamenco Beach

Flamenco Beach on Culebra Island is consistently ranked among the world's best beaches, with its crystal-clear waters, white sand, and stunning views.

Beach Full day Free entry, ferry and flights have fees

Ponce Historic District

Ponce is known as the 'Pearl of the South' and offers a rich history, beautiful architecture, and cultural attractions. The historic district is a great place to explore.

Historical Half day to full day Free to explore, attractions may have entry fees

Must-Try Local Dishes

Mofongo

A traditional dish made from mashed plantains mixed with garlic, olive oil, and pork cracklings, often served with meat or seafood.

Main Dish Contains pork, can be made vegetarian

Lechón

Slow-roasted pork, often cooked over an open fire and seasoned with a variety of spices. It's a staple at celebrations and gatherings.

Main Dish Contains pork, not suitable for vegetarians or vegans

Alcapurrias

Fried fritters made from a mixture of grated green bananas, yautía (taro root), and seasoned with garlic, onions, and chicharrón (pork cracklings).

Appetizer/Snack Contains pork, can be made vegetarian

Tostones

Twice-fried green plantains, often served as a side dish with meals. They have a crispy exterior and a soft, starchy interior.

Side Dish Vegan, gluten-free

Popular Activities

Hiking in El Yunque National Forest Snorkeling and diving in Culebra and Vieques Kayaking in bioluminescent bays Zip-lining and canopy tours Beachcombing on Flamenco Beach Sunbathing and swimming in Isla Verde Spa and wellness treatments Yoga and meditation retreats

Best Time to Visit

December to April

This is the dry season with pleasant weather, making it ideal for outdoor activities and beach trips. The island is bustling with tourists during this period.

24-29°C 75-84°F

Practical Information

Language

  • Official: Spanish, English
  • Widely spoken: Spanish, English
  • English: Widely spoken, especially in tourist areas

Currency

US Dollar (USD)

Time Zone

Atlantic Standard Time (AST), UTC-4

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe, but exercise caution in certain areas and situations

Puerto Rico is generally safe for travelers, with a low crime rate in tourist areas and a welcoming and friendly local population. However, it's important to exercise caution in certain areas and situations, especially at night and in isolated locations.

Important Precautions:
  • • Be aware of your surroundings and keep valuables secure
  • • Use reputable tour operators and transportation services
  • • Be cautious when using ATMs and credit cards

Getting there

By air
  • Luis Muñoz Marín International Airport • 3 km from San Juan
  • Rafael Hernández Airport • 7 km from Aguadilla
By bus

San Juan, Ponce, Mayagüez

Getting around

Public transport

Affordable and convenient for traveling between cities, but schedules can be infrequent and routes may not cover all areas.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

Old San Juan Condado Santurce Isla Verde La Placita de Santurce

Day trips

Vieques Island
1.5-hour ferry from Ceiba or 25-minute flight from San Juan • Full day to overnight

Vieques is a beautiful island known for its bioluminescent bay, pristine beaches, and wild horses. It's a great place to relax, explore, and enjoy nature.

Culebra Island
1.5-hour ferry from Ceiba or 30-minute flight from San Juan • Full day to overnight

Culebra is a small, laid-back island known for its stunning beaches, clear waters, and laid-back vibe. It's a great place to relax, snorkel, and enjoy the natural beauty.

El Yunque National Forest
45 minutes from San Juan • Full day

The only tropical rainforest in the U.S. National Forest System, offering lush greenery, waterfalls, and hiking trails. It's a paradise for nature enthusiasts and adventure seekers.

Festivals

Festival de las Mascaras • February Ponce Carnival • February Fiestas de la Calle San Sebastián • January

Pro tips

  • Visit during the shoulder season (May-November) for fewer crowds and lower prices, but be prepared for higher temperatures and humidity
  • Rent a car to explore the island's diverse attractions and regions at your own pace
  • Try local dishes and ask for recommendations from locals and restaurant staff
  • Learn a few basic Spanish phrases to show respect for the local culture and language
  • Book accommodations and tours in advance, especially during peak season and holidays
From $25 per person

Price varies by option

Adults
Age 12-70
1
Booking requirements:
  • Min travelers: 1
  • Max travelers: 10
Secure booking
Free cancellation available
Instant confirmation

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