Cartagena Private Classic Car Tour + Bilingual Historian Guide

In Cartagena’s Historic Center, you’ll step back in time as you walk through cobblestone streets surrounded by vibrant colonial architecture. This area is the cultural and historical heart of the city, filled with iconic landmarks such as the Cathedral of Cartagena, Plaza Bolívar, and charming boutique shops and cafes. You’ll experience the energy of local street performers, music, and art while learning about the stories and legends that shaped this magical city.

The Walled City is the heart of Cartagena — a UNESCO World Heritage Site filled with charm, history, and stunning colonial architecture. Built to protect the city from pirates and invaders, the walls now surround colorful streets, lively plazas, and elegant balconies covered in bougainvillea. Travelers can walk along the walls, admire breathtaking ocean views, and explore a maze of culture, gastronomy, and hidden gems. It’s the perfect place to get lost in time.

This stop takes you to Cartagena’s iconic main gate: the Clock Tower. Once the colonial city’s main entrance, it now symbolizes the city's rich history. Here, you'll explore the vibrant Plaza de los Coches, filled with local vendors, fruit carts, and horse-drawn carriages — a great place for pictures and a perfect introduction to the Walled City.

Las Bóvedas were once dungeons and military storage during colonial times. Today, they’ve been transformed into a colorful artisan market. You’ll browse handmade crafts, souvenirs, jewelry, and traditional Colombian items while learning about the building’s dramatic history and transformation. A great place to support local artists.

Getsemaní is Cartagena’s most vibrant and artistic neighborhood. Once a hidden gem, it’s now known for its colorful street art, bohemian vibes, and Afro-Caribbean culture. As you stroll through its lively streets, you'll see murals, hanging umbrellas, live music, and cozy cafés tucked between colonial homes. The perfect place for unique photos and authentic local energy.

Located in the heart of Getsemaní, Trinidad Square is one of the most vibrant places in Cartagena. Surrounded by colorful buildings, street food, and local crowds, it’s a favorite gathering spot for music, dance, and culture. You'll also see the historic Church of the Holy Trinity and learn about the square’s role in the city’s independence movement.

Plaza de los Coches is the vibrant entrance to the Walled City, just beneath the iconic Clock Tower. Once the site of the colonial slave market, it now bustles with life — candy stands, souvenir stalls, fruit vendors, and traditional horse-drawn carriages create a colorful and energetic atmosphere. Travelers will learn about its complex past and enjoy the perfect spot for taking photos and starting the journey into Cartagena’s historic core.

This lively plaza is surrounded by historic buildings and open-air restaurants. It’s famous for the reclining bronze sculpture “La Gorda Gertrudis” by Fernando Botero — said to bring good luck if you touch it. A great place to relax, people-watch, and soak in the charm of Cartagena.

Plaza de Bolívar is one of the most beautiful and peaceful squares in Cartagena. Surrounded by lush trees and historic buildings, it features a statue of Simón Bolívar — the liberator of several South American countries. Travelers will enjoy the shady atmosphere, watch street performers or feed the pigeons, and learn about the square’s historical and political significance. Nearby landmarks include the Gold Museum and the Inquisition Palace.

This 16th-century cathedral is one of the oldest and most important churches in Cartagena. With its striking bell tower and colonial design, it stands as a symbol of the city’s religious and historical heritage. A great photo stop and an opportunity to reflect on the city's spiritual legacy.

The Castillo de San Felipe de Barajas is the most impressive colonial fortress in Latin America. Built by the Spanish in the 17th century, this massive stone structure was designed to protect Cartagena from pirate and military attacks. Visitors can explore its tunnels, ramps, and viewpoints while learning about historic battles and the clever engineering behind its defenses. The panoramic views from the top are perfect for photos and history lovers alike.

At this fun and symbolic stop, you'll visit the famous "Old Shoes" monument — a giant bronze sculpture honoring Cartagena's poet Luis Carlos López. Inspired by his poem comparing the city to a pair of comfortable old shoes, the artwork invites visitors to climb in, take creative photos, and learn about local poetry and culture. A quick but memorable stop full of charm.