Daysails, Sunset Sails, Private Charters & more

San Juan, Puerto Rico

Certificate of Excellence

Corporate Outings


Sailing a boat with your crew requires a team effort, good communication and a positive outlook to reach a common goal. This is why many companies choose sailing outings as a great team building activity. Whether you want to reward your team for a job well done or have them work on their communication skills, we can make it happen.  Call or email us with your wishes  and we will cater to your needs to make it happen.


Pricing per cater.

Morning Sail w/ Breakfast


Enjoy a unique, energizing sail taking in the sights of Old San Juan while having a light continental breakfast aboard to get you ready to take on your day. This 2 hour sail includes an offering of mimosas, juice, coffee, tea, pastries, yogurt, granola, cereal, fruits, croissants and cold cuts. Standard beverages of soda, water, local beer and rum punch are also included.

6 spaces available per sail. Couples may be grouped together.
10:30am departure


$75 per person

Sunset Sail


A relaxing cruise around the calm waters of San Juan Bay to enjoy a beautiful sunset and a perfect ending to your day.  Approximately 2 hour sail route stays within the calm, protected waters of San Juan Bay. Complimentary refreshments including our special rum punch, local beer, rum & coke and spanish Cava or Prosecco included.

6 spaces available per sail. Couples may be grouped together.

5:00pm sharp departure


$79 per person

$350 Private Charter for 4 people

Afternoon Sail


Enjoy a great sail on San Juan Bay while taking in the sights of Old San Juan and Cataño from a different point of view. Sailing can be as relaxing or as exhilarating as you wish. 90 minute sail route stays within the calm, protected waters of San Juan Bay. Open ocean sail available upon request dependent of weather. Complimentary refreshments including our special rum punch, beer, soda, rum & cokes and local beer included.

6 spaces available per sail. Couples may be grouped together. 2pm departure.


$65 per person

$290 Private Charter for 4 people

Navigate the various services we offer and pick the one that best suits your wishes. Check availability and book in our user-friendly booking engine by clicking on "Let's Sail". Please call, text or email us for same-day bookings as there might be availability but not show on the site.


Can't find what you're looking for? Call or email us and we will do everything possible to make your ideal sail a reality.

Payment required upon booking. Same-day bookings are non-refundable.

Sailing Boat Tour Sunset Puerto Rico

m: 787.667.9446


e: info@wesailpr.com

El Yunque Rainforest Hiking Tour

(partner company)


Looking to disconnect from city life? Visit the rainforest from a local perspective. If finding uncrowded waterfalls, secret pools and local flavor sounds like you, look no further.

We have the perfect place for nature lovers! El Yunque Rainforest is composed of mountains that face the trade winds, which bring moisture from the ocean, resulting in precipitation over a diverse ecosystem. The U.S. Forest Service administers the forest, being the only tropical rainforest in U.S. territory. It is one of the most diverse and studied in the world.

Get to experience the magic of this tropical paradise, where you will find over 150 species of ferns and 240 species of trees (88 of them endemic to Puerto Rico and 23 endemic to El Yunque). You will also find orchids, exotic birds and other wildlife, including our national symbol, the Coquí tree frog.

El Yunque is located 40 minutes from San Juan. Our first stop in the Rain Forest is the Yokahu observation tower for a panoramic view of the reserve. Photos are a must as you learn about the flora, fauna and history of the place from our knowledgeable guides. Then we trek to secret waterfalls, about 15 minutes hiking, avoiding the big crowds from hotels and cruise ships.

We finish our adventure in a pool area best kept secret. This trail is not shown on maps so is not frequented by tourists. After a few minutes hike we get to a pristine natural river pool with crystal clear waters were you can take a swim, have a snack, try some local fruit, water and granola.

Reserve with just $10 now. $85 tax included due to guide on day of tour. Spaces limited.

Trip includes:

    Transportation (pickup at 9am and drop off by 4pm at hotel)
    Rainforest Entrance Fee
    Daypack
    Local snacks
    Fruits
    Water