Welcome to Cast Off Sailing
For Reservations or custom and private charters contact Captain Aaron at 858-952-9390 or e-mail sail@castoffsailing.com
Sailing Charters in San Diego for up to 6 guests.
2 Hour San Diego Bay
Sailing Adventure
$79.00 per person

2 Hour Sunset Sail
$79.00 per person


Ready for an unforgettable romantic
memory? Maybe you're in need of a
“mental massage.” San Diego Bay
sunsets are world famous and
there's no better way to see this
breathtaking cosmic display than from
our sailing yacht on the smooth, calm
waters of San Diego Bay. These trips
evolved from our love of the ocean,
the sky and the marine life we share
this world with.

You’ll set sail about an hour before
sunset to give you plenty of time to
catch the full range of hues painted on
Mother Nature's canvas. We provide
plenty of cozy warm blankets in case
you get a chill, or want to cuddle on
deck. If you love clean air, smooth
sailing, postcard beautiful sunsets,
and starry night skies… this romantic
sailing trip is for you.

Our sunset sails are the perfect venue
if your looking to pop the questions!


A mild climate and steady winds
make San Diego the ultimate
playground for boating of all kinds.
From sabots to super yachts, cruise
ships to catamarans, recreation to
racing, San Diegans love to get out
on the water, and visitors can join in
the fun with our 2 hour San Diego Bay
Sailing Adventure.  

Take in the sights, sounds and stories
of the bay on a relaxing sailing cruise
with a unique perspective on San
Diego that you can only get from the
water.

Our San Diego Bay Sailing
Adventures provide up-close access
to scenic waterfront architecture,
military crafts, historical landmarks,
natural sea life and spectacular photo
opportunities.

This is the perfect outing for the
family, bachelor and bachelorette
parties, birthdays, or any other
special occasion you can think of!
Want to sail the Pacific?  We'll set sail
in San Diego Bay and head towards
the Point Loma lighthouse and out on
the Pacific Ocean.  

You'll be able to see Downtown San
Diego, Point Loma, and Coronado like
you've never imagined, we'll look for
Dolphins and Sea Lions on our way out
to sea.

This 3 hour charter is perfect for those
who want a little extra offshore
adventure in the comfort and safety of
an ocean going sailyacht.


Every year during the winter months,
California Grey Whales migrate from
the frigid waters of Alaska to the more
temperate waters off the coast of Baja
California, Mexico.

The Grey Whale is one of the animal
kingdoms great migrators, traveling in
groups called Pods.  Some of these
giants swim 12,430 miles round-trip
and breed in the shallow southern
waters and balmier climate.

These whales were once the target of
extensive hunting, and by early in the
20th century they were in serious
danger of extinction.

Today, Grey Whales are protected by
international law, and their numbers
have grown.  In 1994, the Grey Whale
was removed from the United States
endangered species list.

We set sail for the open ocean to get
a glimpse of these amazing
creaturesas they make their way down
the coast.  Don't be surprised if you
see dolphins and sea lions as well!
Instagram
3 1/2 Hour Whale Watching
Adventure
(Seasonal - Late December-
March
$95.00 per person
4th of July Private Sailing
Adventure
3 hour sailing adventure for up to 6 guests
$499

Enjoy a private yacht cruise with
you and your friends or family this
4th of July on the waters of San
Diego Bay!  We have 3 sailings
scheduled, book the evening 7-10
p.m.  sailing and enjoy the Big Bay
Boom Fireworks show on the water!