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7 Days Exploring San Juan, Havana, and Cartagena

7 Days Exploring San Juan, Havana, and Cartagena Itinerary

Last updated: 2024 Jun 14

Historical Wonders of Old San Juan

Morning
Old San Juan Walking Tour with a Certified Guide - Start your journey in San Juan with a comprehensive walking tour of Old San Juan. This tour will give you an in-depth understanding of the city's rich history and vibrant culture. Explore the cobblestone streets, colorful colonial buildings, and significant landmarks.
Afternoon
Castillo San Felipe del Morro - After lunch, head to Castillo San Felipe del Morro, a UNESCO World Heritage site. This impressive fortress offers stunning views of the Atlantic Ocean and is steeped in history. Spend some time exploring its various levels and learning about its strategic importance.
Evening
Marmalade Restaurant & Wine Bar - End your day with a delightful dinner at Marmalade Restaurant & Wine Bar. Known for its innovative cuisine and extensive wine list, this restaurant promises an unforgettable dining experience.
Bedtime
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Visit San Juan Old San Juan Walking Tour with a Certified Guide in San Juan
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Old San Juan Walking Tour with a Certified Guide

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Visit Castillo San Felipe del Morro in San Juan
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Castillo San Felipe del Morro

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Cultural Immersion in San Juan

Morning
Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) - Begin your day with a visit to the Museum of Art of Puerto Rico. This museum houses an impressive collection of Puerto Rican art from the 17th century to the present day. It's a great way to immerse yourself in the local culture.
Afternoon
Puerto Rico Guided San Juan Tour via Private UTV Can-Am - In the afternoon, embark on an adventurous guided tour via UTV Can-Am. This unique experience allows you to explore parts of San Juan that are off the beaten path while enjoying thrilling rides.
Evening
Santaella - For dinner, head to Santaella, where you can enjoy contemporary Puerto Rican cuisine in a stylish setting. The restaurant is known for its creative dishes and vibrant atmosphere.
Bedtime
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Visit Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) in San Juan
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Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico)

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Visit Puerto Rico Guided San Juan Tour via Private UTV Can-Am in San Juan
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Puerto Rico Guided San Juan Tour via Private UTV Can-Am

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Vibrant Streets and Local Flavors

Morning
La Calle Loiza - Begin your day by exploring La Calle Loiza, one of San Juan's trendiest streets filled with vibrant street art, boutique shops, and cafes. It's perfect for soaking up local culture.
Afternoon
San Jose Romantic Night Experience for 2 with Lights Kayak - In the afternoon take part in this romantic experience kayaking through Condado Lagoon as it lights up at nightfall making it truly magical experience.
Evening
Jose Enrique – Enjoy authentic Puerto Rican cuisine at Jose Enrique known for using fresh local ingredients creating mouthwatering dishes loved by both locals visitors alike.
Bedtime
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Visit Rome: Appian Way, Aqueducts & Catacombs Option E-Bike Tour in San Juan
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La Calle Loiza

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Visit San Jose Romantic Night Experience for 2 with Lights Kayak in San Juan
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San Jose Romantic Night Experience for 2 with Lights Kayak

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Natural Beauty and Adventure

Morning
From San Juan El Yunque National Rainforest Half-Day Tour - Start your day with a half-day tour to El Yunque National Rainforest. Explore lush trails, waterfalls, and diverse flora and fauna. It's a refreshing escape into nature just outside the city.
Afternoon
Condado Paddleboard Rental - After returning from El Yunque, spend your afternoon paddleboarding on Condado Lagoon. It's a relaxing way to enjoy the water while taking in beautiful views of the city skyline.
Evening
Oceano - Conclude your day with dinner at Oceano, an oceanfront restaurant offering delicious seafood dishes and stunning sunset views.
Bedtime
Find amazing hotels in :San Juan.
Visit From San Juan El Yunque National Rainforest Half-Day Tour in :San Juan
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From San Juan El Yunque National Rainforest Half-Day Tour

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Visit Condado Paddleboard Rental in :San Juan
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Condado Paddleboard Rental

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Havana's Historic Heartbeat

Morning
Start your day with a visit to the iconic Old Town Havana. Wander through the cobblestone streets, marvel at the colonial architecture, and soak in the vibrant atmosphere of this UNESCO World Heritage site.
Afternoon
After exploring Old Town, head to Museum of the Revolution. This museum is housed in a former presidential palace and offers a deep dive into Cuba's revolutionary history. The exhibits are both informative and engaging.
Evening
For dinner, make your way to Atelier- Restaurante Paladar en Habana Cuba. This highly-rated restaurant offers a unique dining experience with its creative Cuban cuisine and charming ambiance.
Bedtime
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Cultural Gems of Havana

Morning
Begin your day with a visit to Havana Cathedral. This stunning baroque cathedral is one of the most important religious sites in Cuba and offers a peaceful start to your day.
Afternoon
Next, explore Fusterlandia, an artistic neighborhood created by Cuban artist José Fuster. The vibrant mosaics and colorful artwork make this area a visual feast.
Evening
For dinner, head to Los Nardos, known for its delicious Cuban dishes and cozy atmosphere. It's the perfect place to unwind after a day of exploration.
Bedtime
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Cartagena's Coastal Charm

Morning
Start your day with a visit to Cartagena Cathedral (St. Catherine of Alexandria Cathedral). This historic cathedral is an architectural marvel and offers insight into Cartagena's rich history.
Afternoon
Afterward, explore San Felipe de Barajas Castle (Castillo San Felipe de Barajas). This impressive fortress provides panoramic views of the city and is steeped in history.
Evening
Conclude your trip with dinner at one of Cartagena's top restaurants. Enjoy local flavors and fresh seafood as you reflect on your journey through these vibrant cities.
Bedtime
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Visit Cartagena Cathedral (St. Catherine of Alexandria Cathedral) in Cartagena
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Cartagena Cathedral (St. Catherine of Alexandria Cathedral)

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Visit San Felipe de Barajas Castle (Castillo San Felipe de Barajas) in Cartagena
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San Felipe de Barajas Castle (Castillo San Felipe de Barajas)

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