Sailing

Sail away from any number of harbors, and treat yourself to a relaxing day on the water. The choice of locations and boats for rent or charter is endless. Climb aboard and enjoy the day!

Sailing Activity Guide

Harness the Wind and Sail Away
There is nothing quite like being on a sailboat, and floating off in to the horizon. Make your holiday or weekend magnificent with a day trip, or an overnight stay. Our sailing charters rent Catalinas, Islanders, Hunters, Beneteaus, Irwins and more. We ensure top quality boats and experiences. We offer countless locations to sail from , and keep checking back as we continue to add new ports daily!

Kijubi on a Boat
If you're feeling adventurous and have the time, take an overnight sailing trip. There is nothing quite like the life of a sailor or boater, so leave your worries on the land, and enjoy the good life. Bring your sunglasses, swimsuit and all of your favorite people, and treat yourself to a day or two of sailing.

Come Sail Away!
If you have the skills, you can rent the boat yourself. Or, if you prefer relaxation, hire one of our experienced skippers.  Cutting across the wind on a sailboat is one of the most exciting experiences in the world.  Let loose your inner adventurer and grab the main sail!

Close Activity Guide

Records per page:   Sort:

Results:  1 - 10 of 45  Next Page >

Private Sunset Charter - Hunter 45' Sailboat

Private Sunset Charter - Hunter 45' Sailboat

Newport Beach, California

Sail on Southern Comfort, a brand new spacious 45' Center Cockpit yacht that defines luxury. You'll find nothing else that even comes close to offering you the comfort, style and performance of this magnificent European style yacht. Seats up to 4 people.

        

From $435.00

View DetailsOverall Rating:

starstarstarstarstar

Daily Sailboat Racing in San Diego Bay

Daily Sailboat Racing in San Diego Bay

San Diego, California

Want to add a little friendly competition to your vacation? Join us for the sailboat racing experience of a lifetime in the beautiful San Diego Bay. Not only will you be on-board during the race, you'll also have a chance to help the crew sail the vessel to victory! The hands-on opportunity to sail transforms this activity from a simple sightseeing cruise into an unforgettable thrill.

        

From $99.00

View DetailsOverall Rating:

starstarstarstarstar

Sailboat Rental

Sailboat Rental

Newport Beach, California

Life is great while cruising Newport Harbor and fair winds are a sailor's delight. Cast off in any one of our sleek rental sailboats to experience the freedom of the wind. 

        

From $45.00

View Details
Sailboat Rental

Sailboat Rental

Marina del Rey, California

Fair winds are a sailors delight. Cast off in any one of our sleek rental sailboats to experience the freedom of the wind. Marina del Rey is the playground of the stars. It's not uncommon to see someone you just watched on the silver screen or TV lounging on their yachts.

        

From $45.00

View Details
Sailboat Rental

Sailboat Rental

Oceanside, California

Fair winds are a sailors delight. Cast off in any one of our sleek rental sailboats to experience the freedom of the wind. Oceanside is a Southern California hidden jewel. Rent a boat and enjoy this quaint little harbor and village atmosphere.

        

From $45.00

View Details
Private Half Day Charter - Hunter 45' Sailboat

Private Half Day Charter - Hunter 45' Sailboat

Newport Beach, California

This half day charter will sail you up the coast in comfort, style and performance. Sail on Southern Comfort, a brand new spacious 45' Center Cockpit yacht that defines luxury. Seats up to 6 people.

        

From $761.25

View Details
Private Full Day Charter - Hunter 45' Sailboat

Private Full Day Charter - Hunter 45' Sailboat

Newport Beach, California

Enjoy complete relaxation on a full day charter as we sail you up the coast in comfort, style and performance. Sail on Southern Comfort, a brand new spacious 45' Center Cockpit yacht that defines luxury. Seats up to 8 people.

        

From $1305.00

View Details
One Way or Round-Trip Sailing Charter to Catalina

One Way or Round-Trip Sailing Charter to Catalina

Redondo Beach, California

This is your chance to spend the day sailing aboard the luxurious Farr 40' between King Harbor in Redondo Beach and Two Harbors or Avalon on Catalina Island. Sit back, relax, and take in the incredible sights of the Santa Monica Bay coastline, Palos Verdes Peninsula and Catalina Island.

        

From $1000.00

View Details
Private Sailing Charter - J/80 26 Sailboat

Private Sailing Charter - J/80 26 Sailboat

Redondo Beach, California

Sailing can be the world's best family sport. The key is a boat that holds the attention and interest of many types of sailors, young and old! The J/80 does it all, with thrilling 15 knot rides under spinnaker or relaxed sunset cruises with mainsail only.

        

From $187.50

View Details
Private Sailing Charter - Farr 40 Sailboat

Private Sailing Charter - Farr 40 Sailboat

Redondo Beach, California

Are you interested in sailing, but haven't tried it yet? Or do you just want to spend some time on the water with family, friends or co-workers? Book a private sailing charter in Redondo Beach today!

        

From $662.50

View Details

Results: 1 - 10 of 45 Next Page >