Top Puerto Rico Historical Tours - page 2

Head to the atmospheric Hacienda Santa Ana estate just outside San Juan for a rum tasting experience with both style and class, courtesy of Ron del Barrilito rum, which has been crafted here since 1880. After a welcome cocktail, tour the hacienda and learn about the heritage and art behind the rums. Then, sit down for a tutored tasting of four separate rums, including the limited edition Five Stars.

Get a taste of island life during this full-day catamaran snorkel and swimming cruise, where you get to explore the tropical isle of Icacos and the area’s fantastic marine life, then stroll the deserted beaches of a protected island for some shell hunting and sunbathing. Along the way enjoy a lunch, with included bottled water, sodas & tropical drinks.

The Cordillera Keys Nature Reserve lies about half an hour from Fajardo. Enjoy its golden sands and rich coral reef on this snorkeling tour, with all equipment provided, even clip-on flotation devices, plus guides to help identify the tropical species that you see. After snorkeling, enjoy a light lunch and open bar, with soft drinks, water, and Puerto Rican rum.

Go on a rappelling and zipline adventure at Puerto Rico’s Carite State Forest. Travel by private van with a small group and local guide and enjoy a hike along the river. Then, rappel 80 feet (24 meters) down El Salto Waterfall and glide across three ziplines back to basecamp. Enjoy a home-cooked meal—included in the tour price—before returning to San Juan.

See brilliant marine life and vibrant coral reefs on a guided snorkeling adventure in Culebra. After boarding your vessel, head to the nature reserve and explore two or three sprawling reefs that are home to wildlife like yellowtail snapper, eagle rays, and more. Relax on beautiful beaches, enjoy a light lunch included in the tour price, and dive back in for more snorkeling.

Explore Old San Juan from the comfort of a stylish golf cart, perfect for those who want to experience the city's vibrant culture without the strain of walking. This 1.5 hour tour takes you through colorful cobblestone streets, historic landmarks, and scenic viewpoints, while indulging in local delicacies like crispy alcapurrias and piña coladas. Ideal for families, cruise passengers, and visitors with mobility concerns, this ride allows you to savor the sights and tastes of Puerto Rico's iconic city. With refreshments included and stops for photos, you’ll connect with Old San Juan in a unique way. Most tours are operated privately for your group. However, for smaller parties of fewer than five guests, you may occasionally share the golf cart with other friendly travelers. - 1.5-hour guided golf cart tour of Old San Juan - Enjoy local bites and refreshing drinks during the ride - Family-friendly; car seats available for children - Comfortable and accessible for all mobility levels

Explore the vibrant streets of Old San Juan on this photogenic tour, designed for photography enthusiasts and culture seekers alike. Get ready to have some free local beer and some puerto rican sweets. Over 2.5 hours, wander through historic sites like El Morro castle, La Perla, San Cristobal castle, La Fortaleza, La Catedral, the colorful San Sebastián Street and other local hidden gems, capturing stunning sunset views and sharing captivating stories. With a small group enjoy a relaxed pace that allows for ample photo opportunities and insightful history fun facts from your local certified guide. Conclude at Paseo La Princesa and witness the sunset, making unforgettable memories.

Private boat cruise through Old San Juan Bay with breathtaking views of El Morro, La Fortaleza, and the city skyline. Enjoy a unique, intimate experience on the water with personalized service, local insight, history facts and unforgettable moments every trip. Perfect time for families or groups.

Experience the old and the new in the atmospheric neighborhood of Old San Juan on this 2-hour small-group tour by Segway. Effortlessly zoom around the 500-year-old colonial architecture of this ancient neighborhood as you visit 25 of the top attractions in the area, and learn about its evolution from Spanish colony to US territory. This intimate sightseeing tour is limited to just 6 participants and also includes all entrance fees, a helmet, secure storage, filtered water and sunscreen. Please note the weight restrictions on this tour, located in the 'additional information section'.

Discover the highlights of Old San Juan on a half-day guided sightseeing and shopping tour. Follow your guide around the charming streets, passing landmarks like the original city gate, Castillo San Felipe de Morro, and the Metropolitan Cathedral Basilica of Saint John the Baptist. After the tour, enjoy 2 hours at leisure to explore on your own and try local dishes and drinks. Travel comfortably in an air-conditioned vehicle.

Stroll through the cobblestone streets of Old San Juan, where you'll visit historic forts, churches, and plazas. Learn about the city's colonial past and its strategic importance in the Caribbean. Immerse yourself in the vibrant history and culture of Puerto Rico with Dr. José Morales, a seasoned historian with a PhD in History of America, specializing in Puerto Rican and Caribbean history. With over 15 years of experience teaching history, culture, and social sciences at various universities in Puerto Rico, Dr. Morales offers an in-depth exploration of the island's heritage, from its indigenous roots to its African influences.

Experience the beauty of El Yunque Rainforest with the help of a guide to show you one of the best routes through the local landscape on this group excursion. Spend the day exploring the rainforest, stopping at watering holes and natural rock slides to swim, free dive, and cliff jump. At the end of the tour, your guide takes you to a traditional restaurant where you can eat like a local (own expense).

Discover one of the oldest capitals in the Western Hemisphere, and explore Old San Juan’s colorful streets and historic plazas. Visit the 16th-century San Francisco de Asis Monastery, Plaza de Armas, UNESCO-recognized city walls along the turquoise water, and the Catedral de San Juan. Along the way, your expert local guide will reveal the island’s indigenous Taíno, African, and Spanish influences. Finish at Castillo San Felipe (El Morro), using a dedicated entrance for select tour groups for easy and seamless entry into Castillo San Felipe (El Morro). This tour conveniently starts a short 10-minute walk from Old San Juan Cruise Port and is ideal for cruise guests looking to see the highlights of San Juan with enough time to get to and from the boat.

Get a comprehensive tour of the island of Puerto Rico during a single outing from San Juan. Spend the day in the company of a guide who will follow a carefully curated itinerary that includes many points of interest that typical tours don't cover. You'll see many of the island's natural features, including caves, beaches, and rivers, and listen to in-depth historical commentary. Your small group is limited to just 14 people for an intimate atmosphere.

Walk with me through my Old San Juan on the only tour you will find offered only in Spanish. For English you must send us a message before booking to check availability. Usually English starts at 9:30am. The 12:30pm tour is in Spanish. Make sure you bought the right one. Old San Juan is the oldest city on the island of Puerto Rico. You will learn about its history, legends, secrets and more. It is also the second oldest city in the Americas. It has been more than 500 years since its founding. The city was built and protected by walls and defended by pirates and privateers who sought to occupy it. We started our walking tour from Plaza Colon. We will walk through the cobblestone streets and colorful buildings. We will learn about the churches, monuments, castles, architecture, culture etc...our mission is to fall in love with our island and have a beautiful time.

Live out your island castaway fantasies as you visit the deserted tropical island of Cayo Icacos from San Juan on this catamaran sailing cruise. Escape the crowds on land and sail into the aquamarine waters of the Caribbean, admiring views of the El Yunque mountains in the distance, before arriving at the nature preserve of Icacos for a leisurely day of swimming, snorkeling, lunch, and rum cocktails.

Ron del Barrilito Puerto Rican rum has been made in the same place with the same craft since 1880. Discover what lies behind it—and the art of transforming sugar cane into fine liquor—when you prebook this small-group tour of the historic hacienda. See the mansion and the windmill, learn about the family who created it, and walk through the age-old process that gives Ron del Barrilito its rich flavor.

Combine adventure, archeology, and nature on this guided day tour from San Juan. Meet in Condado, then soak up the scenic views on the way to Arecibo. Hike to the Cuerva del Indio to admire Taino rock paintings and carvings, before continuing on to the Seven Arches. Afterwards, relax on a charming and small beach before returning to San Juan.

Immerse yourslef in the history and culture of San Juan Old Town on a relaxed walking tour that reveals secret spots that you might otherwise miss. Numbers are limited to only 18 people, so you’ll enjoy personalized attention as you tick off top attractions in the 500-year-old historic center.

As featured in National Geographic Traveller (UK) Discover Old San Juan through the lens of history on a guided walking tour led by a professional historian. Walk the iconic blue cobblestone streets while learning how over 500 years of colonization, military strategy, culture, and resilience shaped Puerto Rico’s most historic city. This tour goes beyond landmarks, offering meaningful context, stories, and perspectives that connect the past with the present. What makes this tour unique: - Led by a historian, not just a guide - Internationally recognized by National Geographic Traveller UK - Focuses on depth, storytelling, and cultural understanding - Relaxed pace with room for questions and conversation Important information: A minimum of 3 participants is required to offer the tour. Wheelchair accessible — please note this at reservation so we can make proper arrangements. Rain or shine — bring an umbrella or raincoat.

Get a flavor of Old San Juan with this highlights tour. Follow your guide as you learn about the history surrounding the Capitol building and El Morro. Then, hop in a vehicle and drive to the Bacardi Rum Distillery for a full tour of the factory. Great for guests wanting a busy day of sightseeing with the option to sit back with an alcoholic drink at the end.

Get your hips moving and experience Puerto Rican culture during this beginner salsa class. Meet your instructor at a centrally located park for your outdoor lesson and learn basic salsa steps to rhythmic music. Breathe in the fresh air while you dance and after your lesson, take your newfound skills to the dance floor.

Explore the captivating charm of Old San Juan in just one hour as you stroll through its historic streets lined with colorful colonial buildings and discover the stories of this centuries-old city. Follow our tour guide as we wander the streets of Old San Juan on this concise walking tour of the most iconic places in this beautiful city. We will explore the landmarks on Tetuán and Cristo Streets and provide details about the Capilla del Cristo (Christ Chapel), La Fortaleza (Governor's Mansion), the San Juan Cathedral and much more.

Download GuideAlong’s self-guided audio walking tour of Old San Juan, two-hour walking tour through one of the Caribbean’s most historic cities. Explore cobblestone streets, scenic plazas, and iconic landmarks like Castillo San Cristóbal and El Morro while learning about the city’s vibrant past. The GPS-enabled audio guide shares stories of explorers, battles, and daily life as you stroll from Plaza de Colon, past Bateria Santa Elena, and finally the imposing La Fortaleza - all without strict tour group schedules. Enjoy the freedom to explore offline at your own pace. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use No time limits or expiry, and free updates Like having a personal guide by your side on every step Purchase one tour per person, or listen together by sharing headphones or a speaker.