Captains Special

April 26, 2013 by  
Filed under Featured, Sailing San Diego Bay

This Months Captains Special

sailing san diego bayBook a Reservation For FOUR to SIX People
and Save 10% with our Captain’s Special!

“This is a LIMITED TIME Offer”
– Advance Purchase Required –
– These Trips Sell Out Quickly –

For More Information and to Book Your Cruise,
Call NOW and Purchase Your Tickets Today!
Call Us Today: 619-887-5443

Advanced Purchase Required Cruises Sell out Quickly
Call Us Today: 619-887-5443


Sail Masquerade – Experience The Best Sailing Charter in San Diego

November 15, 2012 by  
Filed under Featured, Sailing San Diego Bay

sailing san diego bayDiscover the magic of the sea aboard one of the last great racing yachts in San Diego!

This classic racing yacht located in San Diego will transport you and your closest friends or family to true romance and adventure on the sea.

Imagine yourself sailing on beautiful San Diego Bay or around Point Loma as you begin your ocean adventure aboard this classic 37 foot, racing yacht.

Completely restored, Masquerade is a sleek and comfortable yacht She will provide you a uniquely smooth and enjoyable sail, as she is solidly crafted and built for speed, but updated with the latest in modern conveniences.

You’ll be immediately struck by Masquerades beautiful teak interior and traditional yacht lines illustrating the fine craftsmanship of world class racing yacht building.

Enjoy the experience of a lifetime sailing around the waters of San Diego

Masquerade recently completed a complete interior cosmetic refit to ensure her yacht passengers can relax in comfort and style while showing off all of her original craftsmanship and beauty just the way she was when she first sailed in 1973.

We welcome you aboard. Please join us as we explore San Diego Bay, the beautiful Pacific Ocean coastlines of Southern California and beyond!

Masquerade offers a variety of sailing adventures such as:
Corporate Charters
Private Charters
Public Charters
Memorials at Sea
Sunset/Champagne Cruises
Whale Watching Tours

Advanced Purchase Required
Cruises Sell out Quickly
Check Availability and Buy Tickets Online

buy tickets at zerve
Buy Tickets Now

Call Us Today 800 979-3370

San Diego Sailing Charters

November 5, 2012 by  
Filed under Featured, Sailing San Diego Bay

hot rum race series san diegoExperience the best Sailing experience on beautiful San Diego Bay and beyond with Sailing San Diego Our legendary sunset sails and relaxing afternoon Bay cruises are the perfect way to see the breathtaking San Diego skyline and local coastline.

Combine the romance of the boat with the adventure of the sea – Sail with Sailing San Diego today.

Whether you’re looking for romantic things to do in San Diego, or you’re a family seeking a unique way to see San Diego, sailing on our restored 37′ racing yacht is something you’ll never forget. Sail around the San Diego bay, where whales, dolphins and sea lions join us as we Sip California wines and let the warm Ocean breezes blow through your hair.

Sailing San Diego – join us daily for sunset sails or day cruises, or for special events like the multi day Adventure Cruise. We can’t wait to see you on the Boat!

We strive to make your sail on MASQUERADE a pleasant and enjoyable experience. If you have ANY questions please feel free to call us. (619) 887-5443

Day Sail

Thank you for choosing to sail with Sailing San Diego The Following is a list of items that will make your trip more enjoyable.

1. HAT (To keep the sun off of you face)
2. LIGHT JACKET OR SWEATSHIRT (Depending on the time of year it can be chilly on the water)
3. SUN SCREEN OR SUNBLOCK ( During the summer months the sun can reflect off the water and give you a substantial burn)
4. TENNIS SHOES (Any non marking soles would be appreciated, and they will grip better for keeping a good footing while underway)
5. MOTION SICKNESS MEDICATION ( If you have problems with motion sickness try Bonnine or Dramamine. Please take an hour in advance.
6. SUN GLASSES (It is bright out on the water even when it is not sunny)
7. FOOD & BEVERAGES (Depending on the time of day you may want to bring your favorite beverage to drink or a sack lunch
8. SHORTS OR COOL CLOTHING (In the warmer months it can be warm out on the wate
9. CAMERA  (We are guaranteed to see plenty of sea life and I will be happy to take pictures of you and your family on MASQUERADE)
10. iPod or iPhone ( Our stereo is iPod / iPhone compatible for your listening enjoyment

The above list will make your sailing a more pleasant and enjoyable experience.

buy tickets at zerve

Bachelor/Bachelorette Parties

September 13, 2010 by  
Filed under Featured, Sailing Charters

bachelore / bachelorette sailing partiesThe Bachelor/Bachelorette parties we offer are 100% customizable. click the “Book Now” button and we’ll help you customize it.

We have Bachelor/Bachelorette party ideas that don’t ROCK. You get the coolest skippers that will keep smiles on your face and beer in your glass. Don’t try and do this yourself. Check out our list of bachelor parties and get ready for a night you won’t forget.

Bar hop by boat to dockside bars throughout the bay. Tear up the bar and then sail away before anyone’s figured out what happened. Maybe you just want to relax and reminisce with your closest friends about your past and future life.

The best thing about a Bachelor/Bachelorette party on a boat is the privacy. No one will overhear your conversations, see your actions, or interrupt your party. There is no place on earth as private or as classy as one of our sailboat on San Diego Bay. After the sail the party doesn’t have to end, it’s only a few blocks from our dock with endless restaurants, bars, and clubs for all your San Diego Bachelor/Bachelorette Party

We are the most flexible and accommodating sailing charter service in San Diego. If you’re not familiar with the Bay or San San Diego then simply give us a call and we’ll help you plan an unforgettable bachelor party today.

Contact Us To Set Up Your Bachelor / Bachelorette Party Today! (619) 887-5443

Sailing In San Diego

September 13, 2010 by  
Filed under Featured, Sailing Information

sailing san diego baySailing San Diego Bay is a fine way to spend an afternoon. Whether you want to go on an exciting adventure where you take the wheel, or if you just prefer to stretch out in the San Diego sunshine with a trusty skipper at the helm, Sailing San Diego has the perfect sailing experience for you. There’s plenty of room to explore and everyone gets a chance at the wheel if they feel adventurous.

Sailing San features a classic restored 1973 Ranger 37 named Masquerade. This 37′ yacht was known as “The Rocket” back in her day due to her lightening speed and innovative hull design. Much heavier than traditional boats today, Masquerade will provide a steady, smooth sail no matter what the conditions. While sailing on San Diego bay, enjoy breathtaking views of downtown, the naval base, the latest aircraft carriers, destroyers, and submarines.

If you want to leave the harbor, you can head past the tip of Point Loma toward the Coronado Islands . View the massive kelp beds, which lie due south of the Point Loma lighthouse. Enjoy sailing year-round here, although in the winter and spring months, you’ll want to bring a jacket or sweater.

For the most elegant sailing experience, whether it’s a yacht charter or corporate event or special occasion, visit Sailing San Diego

Prices start at $80 per person and this includes a three hour tour of san diego bay, food and beverages.

Advanced Purchase Required

Cruises Sell out Quickly

Check Availability and Buy Tickets Online

buy tickets at zerve

Buy Tickets Now

Call Us Today 800 979-3370

Sailing with Dolphins in San Diego

September 13, 2010 by  
Filed under Featured, Sailing Information

sailing with dolphins in san diegoIf you love Dolphins, then sailing san diego has the dolphin adventure for you. Imagine weather in upper 70′s to low 80′s on any particular sunny San Diego afternoon. San Diego’s weather is hard to beat anytime  of year.

Leave the zoos and aquariums behind, and see dolphins in their natural habitat! On our daily dolphin adventure tour from San Diego Bay, you’ll have a chance to see whales, dolphins, sea lions and birds of all kinds in their natural environment. Cruise alongside them from the comfort of a stable sailboat, and even take the helm yourself for a dolphin experience you will never forget!

You will come across a pod of dolphins numbering in the hundreds. The babies will be leaping and jumping out of the water and just having a worry free afternoon of fun. Even the larger adult Dolphins will occasionally launch sky ward, landing with a huge splash on the horizon.

As we sail through the pods cruising area, several younger dolphins swim alongside the boat Cris-crossing the bow and staying just ahead of us as to not hit. You’ll be in shear amazement as they continued to play with us, diving and surfacing only inches out arms length as if they were saying “Can’t Catch Me”… It truly will be a day your family will not soon forget.

Tap on the hull of the boat, and within seconds, more young Dolphins will appear until we have around a dozen or so swimming on either side of the boat. As soon as they appear, they will swim in and out of our path, only to shoot along side us underwater looking up at us with those trusting, playful eyes.

Advanced Purchase Required

Cruises Sell out Quickly

Check Availability and Buy Tickets Online

buy tickets at zerve

Buy Tickets Now

Call Us Today 800 979-3370

The video below is several minutes of the younger Dolphins
laying with us during a warm January afternoon… Enjoy!