San Juan Bay Tours & Attractions

We will tour you through the waters of San Juan Bay and on a comfortable Yamaha Wave Runner.

On this tour, you will have the opportunity of observe multiple historic places like Castillo San Felipe from the water and have fun at the same time. You can take a relaxing swim in the water, feel the breeze, and clear your mind.
Duration: 1 hour 20 minutes.

Sailing is authentic to San Juan culture- having a conversation with a local, the power of the wind, the peace from no engine noise, no crowds, no fake pirates, no crowds, no need to scream. We sail aboard a real racer cruiser (J30), with a toilet and a cabin- just real life sailing. You'll get to see a different perspective of old San Juan, with complimentary drinks, feeling safe but free, in parties up to 6 people. This is great for a special moment, or turning this moment into an special one. While in contact with nature, you may spot a dolphin. This is not a luxury yacht or a catamaran, so it's possible to really connect with the nature around you.
Duration: 2 hours.

Discover San Juan, Puerto Rico aboard a 37-foot catamaran sailboat while enjoying complimentary mimosas, house rum punch, and other drinks in moderation. Take in the panoramic views on this pleasure sightseeing tour of San Juan Bay and adjacent waters. Relax on a romantic sail with your loved one or have a fun getaway with a group of friends. Take a break from the city and step out into the ocean with your professional captain on call.
Duration: 1 hour 30 minutes.

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 completely powered by the wind is the perfect setting for a romantic moment with your loved one or a fun time with friends. Complimentary beer, rum & coke, rum punch, and sparkling wine will be available to celebrate that special occasion or just because you're on vacation. Your veteran captain will point out sights along the way as you enjoy the views and the company aboard.
Duration: 2 hours.

Glide through Old San Juan’s 500 years of history on this 2-hour Segway PT or scooter tour, exploring the scenic route on a Segway Kickscooter. Known as ‘The Walled City,’ Old San Juan was founded as a military stronghold and remains the oldest city under the American flag. This small-group tour is limited to 6 riders for Segway PT and 6 riders for Segway Kickscooter, allowing you to zoom around effortlessly and see more than 15 attractions. Learn from an informative guide about the city’s role during the Spanish empire, World War II, and as a US territory. Capture stunning views of San Juan Bay and Castillo San Felipe Morro along the way.

*Please note* tour schedules per vehicle type and weight restrictions are listed in the 'additional information section'.
Duration: 2 hours.

Our most complete tour for those explorers who would like a glimpse into San Juan's captivating history, have an adventure in the waters of the harbor at the helm of your own boat and stop to learn the highlights of the city’s history.

Duration: 1 hour 30 minutes.

Authentic sailing is culture, having a conversation with a local, with the power of the wind, no engine noise, no crowds, no fake pirates, no stray cats, no crowds, no need to scream . . . we sail sideways, aboard a real racer-cruiser (J30), with a toilet and a cabin, just real life sailing. You'll get to see a different perspective of old San Juan, with complimentary drinks, feeling safe but free, in small groups (no crowds.) Good for any special moment, or turning this moment into an special one. While in contact with nature elements, sometimes you may get surprised by dolphins. There are 6 people maximum per sailboat. Sailboat model: Jboat J30 (racer-cruiser.) It's not luxury yacht or a catamaran. Let's sail with Sail San Juan Bay!
Duration: 2 hours.

Private, AM. PM. or Sunset, sailing around the San Juan Bay and Harbor of Old San Juan, Puerto Rico. (Prices already include all taxes and fees) This sightseeing, sailing tour will pass historical, Old San Juan Forts and views of the Castle and city-scapes .  A truly exclusive, off the beaten path, Private Experience. If desired you can learn the skill of sailing with the optional request of a hands-on lesson always available to everyone. We differentiate ourselves as a stepping stone to the education of chartering. Also, discovering the facts of sailing to inform the client so that by the end of this trip you'll have the answers needed to make the decision of buying, chartering and planning for future ownership. For experienced Sailors we have a Bareboat imitation option where our Captain is simply there to answer questions and for safety.
Duration: 2 to 3 hours.

Experience some of the greatest sport fishing waters in the world when you take a full day or half day fishing charter from San Juan, aboard 'The Legend'! As you head out to the deep waters known as the Blue Marlin Alley, ready for luxurious cruising and the ultimate in sport fishing. Depending on Season you may catch dorado, wahoo, sailfish, tuna and blue or white marlin which offers an exciting challenge to all anglers! “The Legend” is a 48 ft. Hatteras fully equipped for luxurious cruising and the ultimate in sports fishing with top of the line fishing gear.
Duration: 4 hours.

Experience the Ultimate Private Yacht Adventure: Morning Bliss or Sunset Splendor, embark on an exclusive maritime escapade aboard our luxurious Private Bertram 33' Yacht. Whether you choose the morning voyage or the afternoon to catch the breathtaking sunset, you're in for an unforgettable experience with friends and family.
Duration: 2 hours.

Professor Nat aims to provide a truly authentic experience in a one-of-a-kind destination of the Viejo San Juan. Old San Juan-the oldest city in the United States, has reached its 500th anniversary. This intense and rich with sites and experiences tour is designed for history savvy, a cultural buff, or a sightseeing enthusiast! Attendees will get to know Puerto Rican culture on a tour of most iconic historical sites in Old San Juan complemented with cultural experiences. Within the tour, there will be 32 narrated by professional guide landmarks for participants to see(not all are mentioned in the description ).For the Opulent experience I'll treat your taste buds to a one of a kind secret cocktail that you can only taste on this tour! Culminated with the tasting of 'Coffee of the Popes and the Kings' and crafting of a memorable souvenir with a certified artisan, for an ultimate cultural immersion!
Duration: 2 hours 30 minutes.

Designed with kids in mind, the Old San Juan Sightseeing Educational tour offers a 2-in-1 experience in history and science, providing family fun designed to keep all ages engaged and learning! Kids will participate in a variety of exciting, handpicked on-the-go science experiments to learn about Puerto Rico's history, geology, geography, flora, and fauna.

After meeting at the entrance to the Compañía del Turismo at La Princesa promenade, kids and adults will enjoy a guided, narrated tour of the five centuries of history in Old San Juan and Puerto Rico led by a certified guide, Ed.D. - Professor Nat. Yummy frozen traditional Puerto Rican natural treats await the kids, and coffee for the adults, throughout the adventure!

We will walk along the monuments, fortifications, and rare sights, learning about Puerto Rican and Old San Juan history and planning. The kids' experience is the main focus, and we move at their pace. ❤️
Duration: 2 hours 30 minutes.

Dare to experience an eco-friendly adventure aboard our Chiliboats Waterbike!
With easy pedaling, exceptional stability, and unmatched safety, you'll enjoy exploring the Condado Lagoon estuary. Navigate under the 4 bridges: Guillermo Esteves, El Ferrocarril, San Antonio, and Dos Hermanos, approach Fort San Jerónimo, and, with luck, spot manatees, stingrays, and other marine life in their natural habitat. You'll have a front-row seat to the stunning marine landscapes within the city!

This 100% eco-friendly experience is a must during your visit to Puerto Rico. Our daytime tour allows you to enjoy marine life in the Condado Lagoon Estuarine Natural Reserve and panoramic views while you cruise. We focus on your safety. Whether you're solo or with others, immerse yourself fully in this unforgettable experience of breathtaking cityscapes and ecological exploration.

Level 1 Tour: requires physical fitness. Example: walk for 60 minutes without stopping.

Duration: 1 hour.