San Francisco Bay: Where Love Sets Sail | Modern Sailing

San Francisco Bay: Where Love Sets Sail

Say "Yes!" to Unforgettable Memories

Any ordinary day when the sun dips below the horizon, casting a golden glow on the San Francisco skyline, it catches your breath and becomes the highlight of your week. Now imagine you and your loved one are aboard a luxurious sailboat, champagne flutes clinking, the gentle breeze carrying the sounds of the city fading into the distance. This uplevel is the setting for a truly remarkable experience: a romantic day sail with Modern Sailing. 

We've had the honor of witnessing incredible love stories celebrated on the Bay. Meet two couples that melted our hearts.


Max & Sydney's "Spontaneous" Sunset Sail:

Max collaborated with us to create the ultimate surprise proposal in one of the most unique event locations - on the San Francisco Bay. "The Bay holds a special place in our hearts," says Max. "I knew I wanted to incorporate it into our proposal in a truly unforgettable way. " After proposing to Sydney in the Presidio, Max surprised her with a scenic sail to Sausalito aboard our sleek Beneteau 38', Survivor, waiting for them at a nearby guest dock. "I secretly arranged for our closest friends to be waiting for us at Bar Bocce," Max explains. "As we approached the dock, I gave Sydney binoculars and had her look towards the restaurant. The sight of all our friends cheering was truly magical. Sydney was ecstatic!"

"The sail itself was incredibly smooth and enjoyable," Max continues. "Our captain, Leigh Hunt, was fantastic. He created a relaxed and romantic atmosphere, allowing us to fully savor this special moment. The sail truly took our proposal from average to spectacular, and made it unforgettable." 

Max had every thoughtful detail planned out - from cozy blankets, stunning flower arrangements, and a breathtaking view of the Golden Gate Bridge that set the stage for a magical day. She said "Yes!" (Well done, Max.)


Matt & Michelle's Celebratory Sail:

Matt and Michelle chose to commemorate their engagement with a romantic sail aboard Attitude Adjustment, our elegant Beneteau 41'. Sailing holds a special place in their hearts, and what better way to celebrate their love than with a memorable cruise on the Bay?Michelle, when asked about choosing sailing as the backdrop for her engagement photos, shared a beautiful sentiment: "When we were deciding locations for our engagement photoshoot, sailing immediately came to mind because it had been a huge part of Matt's childhood. One of my first times meeting his mother was actually a weekend away on their family sailboat to Catalina Island! After our photographer Amanda coincidentally suggested a sailboat shoot, we knew it was fate." 

Matt & Michelle aboard Attitude Adjustment, Beneteau 41' - Credit: Amanda Callaway Photography 

The day was filled with special moments, including a surprise encounter with a curious seal as they approached the dock, as the photographer, Amanda Callaway, recalls:

"The weather was crisp, and cool but in all honesty, we couldn’t have asked for a more beautiful day in the Bay to be on the water and sail under the Golden Gate Bridge. As Captain Scott Paul was about to dock the boat, Matt and Michelle were greeted by a little visitor- a seal. The perfect ending to their session!"
 

Credit: Amanda Callaway Photography

More Than Just Proposals: Celebrating Life's Milestones on the Bay

The San Francisco Bay offers a unique and unforgettable backdrop for celebrating life's most significant moments. While romantic proposals are a popular choice for Skippered Sails, the possibilities are truly endless.

Imagine sharing exciting news with your family and friends in a unique and unforgettable way. Sail out onto the Bay with loved ones, enjoying the fresh air and stunning scenery, before making the special announcement: a gender reveal, news of a promotion, or asking your best mate to be your best man. Whether it's a birthday, anniversary, or simply a desire to spend quality time together, a Skippered Sail offers an intimate and unique setting to celebrate with your loved ones.

Credit: Amanda Callaway Photography

What is a "Skippered Sail?"

Leave the navigation and the helm to our seasoned US Coast Guard Licensed Captains – seasoned professionals who know the Bay like the back of their hand.  Simply step aboard one of our sleek yachts at either our Sausalito or Berkeley club, and prepare to be swept away on a bespoke adventure. Let the Bay be your stage, and our expert captains your guides. This is sailing redefined. Visit our Skippered Sail page to book your own.

Why choose A Skippered Sail for Your Special Occasion?

A Skippered Sail with Modern Sailing is more than just a boat ride; it's an exclusive charter, bucketlist moment to celebrate, on the San Francisco Bay. 

Planning Your Perfect Bayside Celebration:

  • Privacy and Exclusivity: Enjoy the freedom and intimacy of a private charter, allowing you and your loved one to create an unforgettable experience together.
  • Experienced Captains: Our USCG-licensed skippers are not only highly skilled navigators but also create a relaxing and enjoyable atmosphere for all.
  • Stunning Views: Explore the iconic San Francisco Bay, from the majestic Golden Gate Bridge to the vibrant city skyline. Take in breathtaking views of Alcatraz, Angel Island, and the Marin Headlands.
  • Customization Options: Tailor your sail to your preferences. Whether it's a romantic sunset cruise with champagne and appetizers, brunch with the girls on the water, or a special occasion celebration with personalized touches, our team will work with you to create a truly special day.
  • Unforgettable Memories Await: Create lasting memories that you and your loved one will cherish forever. Hire a photographer, like Matt and Michelle did, to best utilize the romantic backdrop of the Bay.

Let Modern Sailing help you create a truly unique and unforgettable experience. Book your skippered charter today and embark on a journey of love and adventure on the beautiful San Francisco Bay.


Ready to Create Your Own Celebration Story on the Bay?

Contact Modern Sailing today to book your private Skippered Sail. Whether you're planning a romantic proposal, celebrating an anniversary, or simply seeking an unforgettable experience, our team will work with you to create a truly special day on the water.

Visit our Sausalito or Berkeley locations to learn more and book your dream sail. 

Share This Page

  • Jessica Zittere, Member

    The Full Moon Sail with Skipper Bob Gutsgell was Ah-Mayzing!! The group dynamic was lovely and the views spectacular. I can't say enough good things about the experience. Thanks so much for the wonderful Club Sails, they are really great.

  • John Clark

    Every aspect of Modern Sailing - training, syllabus, course materials, quality of the boats, quality of the instructors, and the very friendly and helpful staff - exceeded my expectations. Modern Sailing has a first class sailing program in an environment with challenging winds and currents. I look forward to coming back to charter a boat and certainly plan to continue my sailing training.

  • Emma & George Stubbs, Sausalito

    We just took our ASA 106 at a school in Rhode Island as we prepare for 6 months of cruising in the Caribbean. The class was great, but more than anything it made us really appreciate the quality of teaching and rigor at Modern Sailing. Even though we were the newest to sailing, the group seemed to think that we had the best fundamentals. We felt very well prepared and we see why Modern Sailing has the reputation it does.

  • Andrew Goble, San Francisco

    It has been wonderful sailing with MSC over the years. Please extend my thanks to the owners, management, and staff for unrequited professionalism and high standards in a charter fleet. I have sailed with several in my years and none nearly hold a candle to the quality of business and staff at Modern Sailing.

  • Mike, Santa Rosa, California

    All of the courses and my instructors (JT and Stan) were extremely professional and full of knowledge and experience. I found I was able to learn from their experiences beyond the scope of the courses, and look forward to future opportunities to do so. I would highly recommend Modern Sailing to anyone.

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Modern Sailing School & Club

Sausalito Location
2310 Marinship Way, Sausalito
(415) 331-8250
(800) 995-1668

Berkeley Location
1 Spinnaker Way, Berkeley
(415) 331-8250
(800) 995-1668

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