A Sailing Experience
LIke No Other

Relax with someone special on a sunset cruise or watch the dolphins play on one of our day cruises.

SAIL SAN DIEGO'S PREMIER SAILING CHARTER BUSINESS

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From the first conversation to disembarking our boats you are welcomed by sailors who are passionate about giving you the most memorable sailing experience.

DAILY PUBLIC SAILING DEPARTURES

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public morning

This trip is perfect for those of you who don't have much time in San Diego but want to get out on the water.

$79 Per Person "No Extra Taxes or Fees"

All Ages Welcome

Duration: 2hrs

public day

Enjoy a great day of sailing while taking in the sights of historic San Diego from a different point of view.

$99 Per Person "No Extra Taxes or Fees"

All Ages Welcome

Duration: 3hrs

public sunset

Taking a sunset sail may prove to be among the most romantic and relaxing moments of your day.

$109 Per Person "No Extra Taxes or Fees"

All Ages Welcome

Duration: 3hrs

DAILY PRIVATE SAILING DEPARTURES

Please Note: Pricing for private sails are based on the entire boat, NOT Per Person.

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private morning

Private Morning Sail. This is a PRIVATE experience for just you and your friends, family or guests.

$450 & Up

Book the Whole Boat

1-6 Guests Max (Captain Included)

or 7-12 Guests Max (Bareboat)

Duration: 2hrs

private day

Private Day Sail. This is a PRIVATE experience for just you and your friends, family or guests.

$550 & Up

Book the Whole Boat

1-6 Guests Max (Captain Included)

or 7-12 Guests Max (Bareboat)

Duration: 3hrs

private sunset

Private Sunset Sail. This is a PRIVATE experience for just you and your friends, family or guests.

$550 & Up

Book the Whole Boat

1-6 Guests Max (Captain Included)

or 7-12 Guests Max (Bareboat)

Duration: 3hrs

CUSTOM SAILING OPTIONS

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corporate

Organize your next Corporate, Group, or Team-Building Event.

bacheloette

Plan your "Stress-Free" Bachelorette Party with us & celebrate in style!

lessons

Private sailing lessons are a one-on-one experience with a qualified instructor.

Custom 36 Sailboat

Experience a memorable and intimate 2-hour private sailing adventure on the charming 36' Catalina Sailboat.

46ft custom

Experience the ultimate level of flexibility and customization with our 46ft Sailing Yacht.

Choose Your Experience

We know from first-hand experience that any gathering is better on a boat. Which is why we offer Public and Private Charters. Ranging from family outings to weddings, birthday parties, reunions, company retreats, and more.

PUBLIC SAILS: On a public sailing tour, you'll be on board with some of our other awesome guests who share the same passion for outdoors as you.

PRIVATE SAILS: Have the sea to yourself. On a private trip, you decide who else (besides our captain) gets to be on board your sailing yacht with you.

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CUSTOMERS LOVE SAILING WITH "SAIL SAN DIEGO"

We've held residence all over the planet but have rooted ourselves in San Diego because we believe it's the only place where we can do what we love every day in company of like-minded people who live life to fullest.

Free of hurricanes, high humidity, ice and snow, we're able to make the most of every minute of every day. We love sharing the gift of the sea with others and we do this every time we set sail. Our Captains and Crew consider sailing to be their profession, not just a seasonal job.

THERE'S MORE THAN ONE REASON TO SAIL WITH US

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Rated #1 on Trip Advisor

Sail San Diego has been sailing guests for more than 3 decades & we are #1 on Trip Advisor by customer review out of 500+ boat tours & water sports in San Diego.

Safety & Comfort

Our fleet is regularly maintained, meticulously cleaned & stocked before each sail. We have blankets onboard, & you can browse our store at check-in for sunglasses, hats, sunscreen, jackets & more.

Over 30 Years Experience

Founded by San Diegans in the late 80s & family-owned ever since, we pride ourselves on being one of the longest running charter businesses in San Diego & intimately familiar with its waters.

Everything is included

All beer, non-alcoholic drinks and snacks are complimentary. We don’t give you just one and make you pay for more! Free parking options available nearby.

Best Captains

Our US Coast Guard-certified Captains are hand-picked from top charter companies worldwide. With 80+ yrs combined exp. they'll create a memorable experience & are happy to share the wheel.

Spacious Boats

Our fleet consists of 7 modern, beautiful, spacious, and seaworthy boats in San Diego. Plenty of room to stretch out and be comfortable.

THE CAPTAINS LOG

Just you, me, and the ocean blue.

Just you, me, and the ocean blue. ...

Life is better when you're sailing.

#setsail #oceanbreeze #sailinglife #sandiegogram #visitsandiego

Life is better when you`re sailing.

#setsail #oceanbreeze #sailinglife #sandiegogram #visitsandiego
...

In need of some rest & relaxation? Take a seat on the bow & enjoy the last few hours of daylight from the Pacific. 

P.C. @mrs__ehhyew

#relaxation #sandiegogram #goldenhourlight

In need of some rest & relaxation? Take a seat on the bow & enjoy the last few hours of daylight from the Pacific.

P.C. @mrs__ehhyew

#relaxation #sandiegogram #goldenhourlight
...

Returning to the docks after an adventurous afternoon on the ocean.

Are you looking to experience a new outdoor activity? Book your own sailing adventure today! 

Sail on over to our website to browse your options.

#setsail #outdooradventure #adventuretime #travelandexplore

Returning to the docks after an adventurous afternoon on the ocean.

Are you looking to experience a new outdoor activity? Book your own sailing adventure today!

Sail on over to our website to browse your options.

#setsail #outdooradventure #adventuretime #travelandexplore
...

Learn from the best! All of our captains are U.S. Coast Guard certified with 80+ years of combined sailing experience. ⛵️🧑‍✈️

Want to try your hand at sailing? We offer private sailing lessons where you can have real hands-on sailing experience. All under the instruction of one of our experienced skippers.

This is a great option for those looking to purchase their own sailboat but want to gain experience beforehand. 

Or is sailing one of those things on your bucket list? This is a great choice for you as well!

Tag someone you know who would love to go sailing! ⬇️

Learn from the best! All of our captains are U.S. Coast Guard certified with 80+ years of combined sailing experience. ⛵️🧑‍✈️

Want to try your hand at sailing? We offer private sailing lessons where you can have real hands-on sailing experience. All under the instruction of one of our experienced skippers.

This is a great option for those looking to purchase their own sailboat but want to gain experience beforehand.

Or is sailing one of those things on your bucket list? This is a great choice for you as well!

Tag someone you know who would love to go sailing! ⬇️
...

Host your next team-building event here at Sail San Diego! 

Corporate and large groups are our favorite. Join us for a sailing regatta with your crew. 2 hours of racing + an hour of leisure sailing. 

Interested in booking your next corporate outing with us? DM our crew today. 

#corporateevents #teambuilding #teambuildingactivity #sailingregatta #sandiegogram #downtownsandiego

Host your next team-building event here at Sail San Diego!

Corporate and large groups are our favorite. Join us for a sailing regatta with your crew. 2 hours of racing + an hour of leisure sailing.

Interested in booking your next corporate outing with us? DM our crew today.

#corporateevents #teambuilding #teambuildingactivity #sailingregatta #sandiegogram #downtownsandiego
...

Looking for some adventure? Look no further! Explore the San Diego coastline from the San Diego Bay & Pacific Ocean. 🌊

We set sail 7 days a week.

Morning, Day, or Sunset. 

Join us! ⛵️

#setsail #exploremore #sandiegogram

Looking for some adventure? Look no further! Explore the San Diego coastline from the San Diego Bay & Pacific Ocean. 🌊

We set sail 7 days a week.

Morning, Day, or Sunset.

Join us! ⛵️

#setsail #exploremore #sandiegogram
...

S A I L I N G into the weekend. ⛵️🌊 Escape to the sea & forget about the world for awhile.

#sandiegogram #sandiegoliving #sailing #itstheweekend #weekenders #staycation #visitsd

S A I L I N G into the weekend. ⛵️🌊 Escape to the sea & forget about the world for awhile.

#sandiegogram #sandiegoliving #sailing #itstheweekend #weekenders #staycation #visitsd
...

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