Team Building Events

What does your company do for team building?

If your next corporate meeting or convention happens to be in San Diego, or if you’re a local company, we have an exciting team building option for your organization- a San Diego Sailing Regatta!

The sailing regatta is designed for all types of people and no prior sailing experience is required.  With capacity for up to 150 people, each team of 6 sailors will be led by a professionally licensed Coast Guard Captain. Immediately following an introduction and safety briefing, each group will have an opportunity to learn the terminology and crew positions before practicing together as a newly formed sailing team. Positions aboard the yacht include the navigator, time-keeper, mainsail trimmer, port jib trimmer, starboard jib trimmer, and the driver. After practice, all boats will line up for the most exhilarating part of the race, the start!

Sailing takes preparation, communication, and execution to achieve a common goal. On a sailboat, the only constant is change so adjusting to varying conditions is the only way to succeed (sound familiar?). Fine-tuning the sails, correcting for the current, and anticipating the next wind shift are vital and necessary skills for victory. Racing is fun and provides valuable lessons that can be applied to everyday professional and personal development. Let’s break down the office structure for an afternoon and show you how sailing is one of the best business analogies there is.

Yachts from Beneteau and Catalina are very comfortable and stable. The flat, protected waters of San Diego Bay keep all passengers dry and seasickness is never an issue with our team building events. All the crew will enjoy views of Harbor Island, Shelter Island, Coronado Bridge, Seaport Village, Downtown skyline, Aircraft Carriers, sea lions, and the occasional dolphins. Sailing in San Diego is a year around venture so call or email us today for to schedule your group for a San Diego sailing team building event. Harbor Sailboats has hosted over 1,000 companies big and small from all parts of the globe.

“We had such a wonderful time!  It was a truly unique experience for our group since we are restricted to our office almost every day.  I know that all thirteen of our teams were very impressed with out captains and the quality of the boats…my team had Aaron who was funny yet did an amazing job explaining how things worked and why.  And he was incredibly patient.  Overall, it was well put together and everyone was really pleased with the outcome.We cant wait to do it again next time we are in San Diego.”


Setting Anchor (overnight)

There are many factors to consider when planning to anchor overnight…How much rode should I let out? What is the tide doing? How about the wind? Is that boat too close to me? Am I even allowed to anchor here?  These, among others, are very important concerns when planning to spend the night at anchor aboard your sailboat.

First; decide where you want to anchor. There are only a few “designated anchorages” here, while sailing in San Diego Bay, suitable for us weekend (or weekday) warriors. Suggested spots include La Playa Cove, Glorietta Bay, and up to Mission Bay. See our Boaters Guide page for more information and what permits (if any) you may need.

When you arrive to the spot, try and scope out a nice open space (this may be tough on a summer weekend). Keep in mind that wherever you drop the hook, you are going to end up much further downwind depending on the depth of the anchorage. By the way, how deep is it here? You should always know this fact and the easiest, most reliable way is to look at the chart. The depth sounder is a great source of information but the instruments can vary from boat to boat (some may measure from the waterline, some from the keel). If the chart says that the mean low water sounding is 18′, and the high tide is 6′, plan for the max depth of 24′. Okay, we’re planning to anchor in approximately 25′ of water- this means at a minimum 5:1 ratio for calm conditions, we will be letting out 125′ of rode.

Prepare to drop the anchor! The key here is to make sure that the boat is at a complete stop (or even moving slightly astern) and into the wind before lowering the anchor. When instructed by the helmsman, the bow person will lower the anchor. The trick here is not too fast as you don’t want chain piling on top of the anchor but also not too slow (you want the anchor to hit the bottom before drifting out of place). As the boat drifts downwind the bow person will continue to let out rode until the desired length is laid out on the bottom (the helmsmen may need to give the boat slight reverse on the throttle). When the correct amount of rode is payed out, the bow person can tie off to the cleat or secure a snubber if the boat is equipped with one. Are we done? No, not quite yet, especially if you plan to stay overnight…

The next step is to set the anchor. With the boat settled in (pointing towards the anchor upwind) the helmsman should now back the boat in reverse. The idea is to literally “dig” the anchor down into the mud and stretch out the chain. As you back down in reverse you can expect to see the boat moving aft compared to a landmark perpendicular to your boat, this is because you are stretching the chain and line until the anchor digs into the mud. Once the boat comes to a stop you will stay on the throttle for a few more moments until you’re certain the anchor has set and is holding the boat. If you are not dragging at 1/2- 3/4 throttle, your chances of dragging later on are minimal.

Look around- do we have enough swing room? Expect to swing 360 degrees as the wind shifts and current changes effect your position. Is that boat too close? If there is concern, simply pick-up and try again. If you’re close enough, ask your neighbor how much rode they have out.  If your numbers are somewhat similar, you can expect to swing in harmony as the wind shifts.

The key to anchoring is to always have a plan. Think out the process beforehand and always have an exit strategy. These steps are only the basics so Practice! Practice! Practice! Of course, we encourage you to get additional sailing instruction if you are unsure of your skills.

Power Cord Safety

The boats shore power cord is vital to keeping the batteries charged and enjoying some of the electrical features that are not available while away from the dock. For example, most recreational sailboats don’t have a generator so the ships outlets, microwave, electric water heater, etc. will not function unless the boat is plugged into the docks 110v shore power system.

When you charter a sailboat with Harbor Sailboats, you may find that the AC shore power cord has already been disconnected prior to your arrival, but there may also be instances where the cord may still be connected. Let’s go through the proper steps in connecting, checking, and re-connecting the boat’s power cord properly and safely…


First, turn off the boat’s AC breaker, the light on the panel should turn off. Next, turn off the breaker at the dock, the switch should be in the down position at Harbor Island West Marina. Now unplug the cord from the dock box and coil the cord as you walk back to the boat. The last step is to unplug the other end of the cord from the boat and place it in the cockpit locker. Go Sailing!

When chartering with Harbor Sailboats, there is no need to plug the boat back in upon arrival, only plug in if you desire the extra power mentioned above.


ALWAYS plug the power cord into the boat first. Walk the cord to the dock box and make absolutely sure the breaker is in the off position. Plug in the power cord to the dock box receptacle and walk back to the boat and turn on the AC breaker (the light should illuminate). When turning on the battery charger it’s a good idea to see that the voltage increases to verify its functionality (~13-14 volts).

All sounds pretty easy right? The main idea is to never handle the cord while it’s hot (ie. power running through it). Avoid setting up unnecessary tripping hazards, keep the cord out of the water, and always inspect the cord for damage. Follow these simple steps and everyone is happy!

Fairlead Placement, Go Faster!

In this post we’ll talk about using the headsail (jib, genoa, etc.) fair-lead to get the most performance while also extending the sail’s usable life.

Moving the “lead” or “car” forward and aft will adjust the shape (aka twist) of the headsail. Essentially, when the lead is moved aft, the bottom and middle of the sail will flatten and the top will open. This will de-power the sail and allow the boat to sail flatter and faster in strong wind.

Opposite is moving the jib car forward, this should be done when the breeze is on the lighter side to create more power. By moving the lead forward, the sail will have more shape because the leech is being “pulled down” by the sheet resulting in a full foot and mid-section with a closed-off top.

To recap… Move the fair lead forward in lighter breeze (more shape) and aft in the stronger breeze (flatter sail).

When you think you have your cars in the correct position, test it by bringing the boat up into a close-hauled course. Next, slowly bring the boat higher up into the wind and watch as the inside telltales all start to “break”. If all the telltales break at the same time, the entire sail is working efficiently and you are all set! However, if the top tell-tails break first you need to adjust the car forward. If the bottom breaks first, bring the car aft.

Test your lead position next time you’re on the water or ask us on the dock for more tips! Here at Harbor Sailboats you can get beginning to advanced ASA sailing lessons to increase your knowledge and skills on the water, sailing.

Do ASA Certifications Expire?

The simple answer is no, your American Sailing Association (ASA) certification does not expire. Certifications issued through the American Sailing Association come with lifetime designation, but this does not necessarily mean an individual is qualified to operate a desired sailboat. Alongside certification the most important thing one can have on their sailing resume is experience skippering sailboats at the certification level they desire.

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San Diego Sunroad Marina Boat Show – January 26 – 29

Join us Thursday – Sunday, January 26-29, 2017 for the San Diego Big Bay Sunroad Marina Boat Show! Visit the booths of brands and companies you’ve come to know and love. The show also features new marine services and products, free boating seminars, boat rides, libations and more. See you there!


Show Hours

Thursday, Jan 26, 12pm – 6pm

Friday, Jan 27, 12pm – 6pm

Saturday, Jan 28, 10am – 6pm

Sunday, Jan 29, 10am – 6pm



$13 for Adults. Children 12 & under, FREE.

Active Military, EMTs, Police and Fire personnel are FREE on Thursday, January 26 and Friday, January 27 with ID. Purchase your Boat Show Tickets online now!


For more information, visit:

San Diego Bay Parade of Lights

Charter a Boat and Join the Parade!

The San Diego Bay Parade of Lights is a time-honored holiday tradition brought to San Diego by the boating community. Continuing its long-standing San Diego tradition, the 45th annual San Diego Bay Parade of Lights promises to dazzle and entertain bayfront crowds during the evenings of December 11 and 18, 2016. Participants in this year’s highly anticipated holiday boat parade will decorate their boats to fit this year’s theme, “It Began with a Roar – San Diego Zoo Celebrates 100 Years.”

Presented by the Port of San Diego, the San Diego Bay Parade of Lights brings more than 100,000 San Diego residents and visitors to the shores and water of San Diego Bay each year. The procession of approximately 80 lavishly decorated boats has become one of the most iconic events in the region.

This year, for the first time, the parade will proceed to the pier at Cesar Chavez Park before making the turn to Coronado, giving spectators another area to view the parade.


More Info Here

Beneteau Ownership – No Cost For 3 Years

2017 Beneteau Oceanis 31 “Open”

Oceanis 31

Harbor Sailboats is offering an extremely attractive ownership program that will pay 100% of the owners operating expenses for the first three years of ownership. The sailing club will pay the slip rent, insurance, maintenance, and pay the boats mortgage for the first three years. Owners simply make a down payment (or pay in full) and Harbor Sailboats will cover the rest!

The owner of this yacht will save thousands of dollars a month while still retaining 42 days of reserved usage per year and unlimited “stand-by” usage. The participating boat owner will have the luxury of stepping onto a fully prepared and maintained yacht and stepping off after enjoying a day on the water. Harbor Sailboats will manage all aspect of yacht ownership leaving more time for you to enjoy the boat and less time dealing with the logistics of ownership.

For some, the biggest advantage of fleet ownership is the tax benefits it may create. We strongly encourage you speak with a tax professional, but many of our boat owners have used Section 179 of the federal tax code to qualify for accelerated depreciation. This is the same tax benefits that farmers use to purchase tractors and construction companies use to purchase trucks. Your yacht will become the capital in your newly formed or existing charter business. Again, we strongly recommend you contact a tax professional for specifics on this program and how it may apply to you.

The Oceanis 31 “Open” is a fantastic family cruiser that blends easy sailing with luxury accommodations. At 31 feet, she is the entry level cruiser but can easily support the family for a weekend in Mission Bay or that week long trip to Catalina. A boat that is easy to control and a blast to sail, the Beneteau Oceanis 31 is a standout in this range.

Sail Away Charter Ready- 175,085

Contact Keenan for complete details- or 619-417-3303 (cell)

BVI Flotilla Group Boat

We are now holding a brand new Beneteau Oceanis 48 and are making it available on a per-cabin basis with a Harbor Sailboats skipper aboard. Enjoy some of the best cruising in the world without the major cost or responsibility!

Each group will have a private double cabin with A/C and separate head/shower. The yacht will be skippered by a Harbor Sailboats captain who will be sleeping in the main salon and will be responsible for the safe keeping of the yacht. All members can participate in sailing as much or as little as they wish and house-hold responsibilities will be divided up by the crew. Your charter fee will include the yacht, an early board start, “Split-Provisions”, all anchoring/moorings fees, taxes, captain, misc. water toys, linens, and an unforgettable vacation! Not included is any activities/meals ashore, hotel accommodations on the final night of our trip, and flights.

Flotilla dates are May 5th (arrive) – May 14th (Depart). We will be sailing to a different island every day where you can enjoy some of the world’s most famous sailing destinations. Social events will be planned almost every day with things like Hobie Cat racing, a beach BBQ, group dinners/happy hours, and much more!

The all-inclusive cost per cabin (2 people) is $3,332.13 for the brand new Beneteau Oceanis 48. A 50% deposit is required to secure your cabin with the remaining 50% becoming due on February 1st.

Helpful Links

The Boat-

The Charter Base-


Space is limited to only 4 couples so please don’t hesitate to ask any questions or secure your cabin today!


2017 Flotilla Dates Announced

May 6th-13th, 2017

The dates are set for the 2017 Harbor Sailboats Flotilla in the British Virgin Islands!

Last year the club put together 10 boats with over 50 people in total. 15 knot tropical winds, 75-80 degree crystal blue water, a different island every day, and line of sight navigation make the BVI’s a must do!

Harbor Sailboats will coordinate the entire trip including flight suggestions, booking of the yacht, provisions, and provide a daily itinerary while in the islands. With group activities like Hobie Cat racing and dinners, this will be a vacation you and the family will never forget.

Please join us on October 14th at 6pm for a mixer and informative presentation at Harbor Sailboats. Flotilla leaders will speak on the logistics of the trip and provide example pricing for various boat sizes.

Please send RSVP to

Quotes are now available!


…Can’t make the May 6-13th trip? Join club member/seasoned BVI skipper Tony Lipka aboard his reserved 39’catamaran June 27th-July 2nd, 2017. Contact Tony directly at 619.890.8113 or for more information.

ASA 106 Advanced Coastal Cruising

The once annual, Advanced Coastal Cruising (ASA 106) is set for October 24th-28th. This 5 day course will prepare students for longer trips like Mission Bay, Catalina, Dana Point, and the upcoming BVI flotilla! Students will spend 5 days cruising the Southern California coastline aboard the Oceanis 45 while also spending two nights in Catalina before heading home.


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2016 Beneteau Oceanis 31 “Open”

Harbor Sailboats and Academy Yacht Sales are offering a very attractive charter placement program for the new Beneteau Oceanis 31 “Open”.

Upon purchase of their yacht, participants will enjoy usage while receiving a monthly lease payment from Harbor Sailboats for an amount slightly greater than the mortgage payment. Additionally, Harbor Sailboats will cover all operating costs such as slip fees, insurance and maintenance. In other words, Harbor Sailboats pays everything! The only cost of ownership during this program is a down payment to a lender and any taxes/fees. Participating yacht owners may also receive substantial tax benefits and the peace of mind that their new yacht is in the hands of a professional.

To learn more about the yacht and the program contact Beneteau Business Expert Keenan Hirsh. Cell- 619-417-3303 or email

Fully Equipped, Charter Ready- $167,246

Oceanis 35 Arrives at Harbor Sailboats

Welcome to the fleet “Silver Lining”, a 2015 Beneteau Oceanis 35. To the best of our knowledge this is the only Oceanis 35 available for charter in all of California. After being members for many years Tom and Linda decided they wanted to own a boat and knew fleet placement at Harbor Sailboats was the perfect fit, welcome aboard!

The Oceanis 35 comes on the heels of the ground breaking and extremely successful Oceanis 38 (Luna Sea). The 35′ has an open interior with the forward bulkhead being removed thus converting the fwd cabin into more of a loft, for 35 feet the interior in HUGE and easily accommodates a family for the weekend. A shower is separate from the head on the starboard side and a private locker on the port side makes it easy to store all your gear for the weekend.

Above deck the Oceanis 35 has a duel helm allowing easy sailing and an open cockpit seating 8-9 with ease. Enjoy top of the line electronics from B&G and a easy to handle sail plan. While anchored drop the transom down and go for a swim or enjoy the shade under the full bimini and arch connector. Silver Lining is sure to be a club favorite and a great addition to the already impressive fleet at Harbor Sailboats.

Visit the fleet and rates page for charter rate details. Interest in fleet placement? Contact Keenan to learn how owning a new Beneteau can become extremely affordable and worry free.

A look inside the Oceanis 35



May 2016- Caribbean Flotilla

Harbor Sailboats is now organizing its annual Club Flotilla which will again be hosted in the British Virgin Islands, May 2016. Boats will be available for individual charter and on a per cabin basis. Last year was a blast with great people and great sailing, this year will be even better! Deposits have already been taken on several boats, this is shaping up to be an amazing trip.

Charterers are able to set their own course or follow a “loose” itinerary set by Harbor Sailboats. The itinerary includes daily sails to new islands, happy hour gatherings and inshore dinners. Take some stress away knowing a Harbor Sailboats leader will be on the water and happy to assist with anchoring, mooring pick up and other daily tasks.

Pre-planning is now being coordinated by HS to make your reservation and planning process simple. We have quotes available for monohull and catamaran charters so if you have the slightest bit of interest please don’t hesitate to get in touch.

10% Early Booking Discount

The Moorings is offering a 10% charter discount if we receive your $500 deposit prior to

October 19th.

Informative Mixer

Join us October 7th at 6pm for an informative mixer on the ins and outs of the 2016 BVI Club Flotilla. This is also a great opportunity to meet other people who may want to share a boat. Please RSVP your with the front desk at



2015 Beneteau Cup- 3rd Place!

Team Harbor Sailboats took third out of fourteen boats in cruising class 1 aboard the Oceanis 41, Sweet Denyse. Beneteau cup was created to take Beneteau owners out of their norm and put them on a race course outside Point Loma for two days of excited sailing. Each year the event has grown, sailors have gotten better, parties have gotten bigger and people cant wait until the next year.

The 2015 edition brought nearly 50 Beneteaus all sailing out of the San Diego Yacht Club mixed into 4 different fleets. First 36.7 (one design), First Class 2, Cruising  1, and Cruising 2. Harbor Sailboats was placed in Cruise 1 with 3 other Oceanis 41’s and all other cruisers under 45 feet, we we’re the only Oceanis 41 not to have a spinnaker, OUCH!!! Despite being very slow downwind and unable to hold certain lanes due to the lack of a spinnaker, we still sailed well enough to get on the podium. It was tough for everyone to hold back the smiles; especially when we backed the boat into the San Diego Yacht Club, dropped the swim platform and were greeted with well deserved refreshments!

Thanks to everyone who made the event possible and to the 5 club members who joined Kyle and Keenan on the water that weekend. Till next year!

More Photos Here