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COVID-19 Update: We are Open!

GENERAL Is Sail San Diego Open? We are now open. What is your cancellation policy? Our cancellation policy is very straight forward and friendly. Please call us at least 72 hours prior to your departure time for a full refund. Can I buy out the whole boat for my group for a private sail? Yes!…

Sailing Around COVID-19

A Message to our Past and Future Guests: In the last 8 weeks, we’ve had literally hundreds of emails, phone calls, and messages from our friends, family and guests, all asking how our business is doing and when we will open again. We thank you for your concern, support and love. Since 1988, we at…

How to Choose your Charter Type

All (100%) of Sail San Diego’s charters include: a fantastic, highly-memorable time aboard a 40-foot modern-day sailing yacht a professional US Coast Guard-licensed skipper/tour guide all beer & wine included, for drinking-age adults light snacks non-alcoholic beverages a restroom or two aboard each yacht departure from / return to our Company’s private marina other amenities…

Whale Watching in Full-Swing!

All year long, Sail San Diego’s office receives calls asking about whale watching. Whale sightings are always a possibility when sailing off the coast of San Diego (after all, the ocean is home to many species of whales). However, for the majority of the year, it’s not an everyday occurrence. That all changes during a…

Featured in TravelMag

Sail San Diego is excited to have been featured as one of the best boat charter companies in San Diego. TravelMag’s writers offer fresh, unique perspectives in the form of travel essays and in-depth local guides that go beyond the guide book. Their mission is to fuel your sense of adventure, inflame your imagination, and…

Sunset Sailing in San Diego

Why is it that when our eyes fix onto the warm colors of the setting sun we forget about everything? As though the world has stopped in time. Studies have shown that instances of awe inspiring sunsets cause psychological effects that enhance long-lasting satisfaction in life. If that’s not reason enough, make sure you experience…

Best Tour Guides in San Diego

Sail San Diego tours allow you to see San Diego the way it was meant to be. By land, sea or air, San Diego is an amazing place to visit, but Sail San Diego guests experience America’s Finest City from a truly spectacular perspective aboard our luxury sailboats. It’s not just our immaculate, modern sailboats….

Our Top 5 Things To Do In San Diego – Recommended by Locals

San Diego, or “America’s Finest City,” is truly a delightful destination to enjoy a vacation filled with sunshine. The city has numerous world-class attractions, theme parks, museums, water sports and more but for those of you looking for a more authentic San Diego experience, we have a few recommended spots from San Diego locals that…

$69 All-Inclusive Sailing Tour – 2-Hour Summer Special

Sail San Diego has served the needs of local San Diego residents & businesses, as well as tourists & corporate groups for over 30 years. We take great pride in our fleet of modern, 40-foot sailing yachts, our amazing expert Crew and the 5-star experience that we provide to each couple, family, individual & group…

Private Fishing Charter in San Diego

Sport & Game Fishing Charters is a private fishing charter in San Diego that was birthed in 2016 as a subsidiary of Sail San Diego, San Diego’s #1 sailboat charter, according to TripAdvisor. Our existing industry contacts & charter Company infrastructure made the launch of our private fishing charter in San Diego a bit easier,…

HD Aerial Whale Watching Footage

This is A-MAZ-ING!! Sail San Diego is proud to announce the release of our new 2018 HD whale watching footage, shot from the air! Video & drone technology today is super advanced, and Sail San Diego has used these technologies to capture the majesty & beauty of the Pacific Gray Whales & dolphins. The Pacific…

Valentines Day 2018 in San Diego

Not everyone is fortunate enough to have a “special someone”. If you have a special Valentine to enjoy Valentines Day 2018 with, treat him or her to the rich, romantic experience that they deserve. Sail San Diego offers luxury sailing excursions aboard our fleet of large, modern, 40-foot sailing yachts. Each of our sailing yachts…