MID-WEEK PRIVATE SAIL (UP TO 4 GUESTS) PRICE $450 - 3HRS
THIS IS A GREAT OPTION IF YOU WANT TO BOOK THE BOAT PRIVATELY FOR JUST YOU AND YOUR LOVED ONE, FAMILY OR FRIENDS.
Join us as we take you and your guests on a private Summer Sail, Day Sail or Sunset Sail experience aboard our award-winning charter fleet that includes spacious sailing vessels that are ideal for private events and special occasions.
SMALL GROUP PRIVATE SAIL (UP TO 6 GUESTS) PRICE $550 - 3HRS
This is a great option if you want to book the boat privately for just you and your loved one, family or friends.
Join us as we take you and your guests on a private Summer Sail, Day Sail, Sunset Sail, or Whale Watching experience aboard our award-winning charter fleet that includes spacious sailing vessels that are ideal for private events and special occasions.
2 Hour Summer Sail $69 Per person - 2hrs
Join Sail San Diego as we take you and your guests on a fun, adventure day-sail!
This trip is perfect for those of you who don't have much time in San Diego or simply want to get your day started with a great 2-hour sail. Departing from one of the closest marinas to the open ocean and Downtown San Diego, you will have the opportunity to see some incredible sights while enjoying the company of local wildlife and calm waters.
Want to grab some lunch on your return? Make sure you check out some of the great restaurants around Shelter Island when you get back.
3 Hour Day Sail $95 per person - 3hrs
You'll love our ever-popular 3-Hour Sailing Tour!
With plenty of wind to fill the sails, our 3 hour day sails give you the option of sailing in the bay, out in the open Pacific Ocean or even both. Typically, these moments in the day will be associated with great wind, blue skies, warmer weather, and active wildlife. Enjoy a great day of sailing while taking in the sights of historic San Diego from a different point of view. Sailing can be as relaxing or as exhilarating as you wish.
3 Hour Sunset Sail $95 per person - 3hrs
The ending to a perfect day
Taking a San Diego sunset sail may prove to be among the most romantic and relaxing moments of your vacation and may be the simple ending to a perfect day. San Diego sunset sails are very special here and are typically associated with calm ocean conditions as the ocean breezes usually die down at sunset. Our sunsets aboard a beautiful sailboat will take your breath away, leave you speechless and if only for a moment, slow down time.
Large Group Private Sail (7 to 12 Guests) Base Price $550 and up - 3hrs
Have more than 6 guests? No problem, we can accommodate up to 12 guests per boat via our Bareboat program.
Join us as we take you and your guests on a private Summer Sail, Day Sail, Sunset Sail or Whale Watching experience aboard our award-winning charter fleet that includes spacious sailing vessels that are ideal for private events and special occasions.
Reserve now for: Birthdays, Anniversaries, Wedding Receptions, Corporate Events, Renewal Commitments, Memorials, and Ash Scatterings.
All Day Sail $199 per person - 6hrs
If your group wants all day on the water this is the trip for you!
Come join San Diego's #1 sailing company as you embark on a 6-hour sailing excursion. Board one of our spacious 40' sailboats with ample room for lounging and unobstructed views of San Diego and the Southern California Coastline. During this 6-hour sail, you will be lead by a seasoned Captain that will guarantee to get all the little details just right to assure you a safe, fun, and comfortable day. Bring your swimsuit and towel in case you decide to take a swim in the Pacific Ocean.
Note: Occasionally due to unusual weather conditions, swimming may be restricted.
Rum Runner Sail $125 per person - 3.5hrs
Not Currently Available
Grab your friends and head out for a memorable adventure!
The Rum Runner’s Sail is a unique way to witness the San Diego Bay and investigate a few of San Diego’s favorite bar/restaurants and their signature drinks. We will make two stops at two spots and have a concoction at each, then sail off to investigate another of the Captain’s favorite haunts.
The Rum Runner Cruise is a 3 ½ hour expedition! We’ll be sailing from our dock for parts unknown… ok, maybe they’re known but definitively notorious. Call us anytime for departure times and details! This is considered an awesome sail but we need at least 4 scallywags to book.
Our Tours are Great for Kids!
Call for private & larger corporate chartering prices. We have 3-hour trips with flexible departure times. We're happy to extend the length of your tour per your request.