|Welcome to Cast Off Sailing
|Private Sailing Charters in San Diego for up to 6 guests.
|2 Hour Private San Diego
Bay Sailing Adventure
|3 1/2 Hour Private Whale
Watching Adventure (Seasonal
- Late December- February
|3 Hour Private Pacific
Ocean Sailing Adventure
2 Hour Private Sunset Sail
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
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
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
Our San Diego Bay Sailing
Adventures provide up-close access
to scenic waterfront architecture,
military crafts, historical landmarks,
natural sea life and spectacular photo
This is the perfect outing for the
family, bachelor and bachelorette
parties, or for a beginners intro to
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
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
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 twice daily during the
winters months 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!
Reserve our afternoon 2-6 p.m. whale
watching adventure and capture an
amazing open ocean sunset on the
way back to port.