Destination Sailing Vacations | Modern Sailing

Destination Sailing Vacations

Explore the World by Sailboat

Take your vacation to the next level when you book a Destination Sail with Modern Sailing School & Club. In a unique and relaxing environment, you get to explore destinations around the world. From start to finish, Modern Sailing curates extraordinary sailing vacations to exotic and breathtaking destinations. Whether you want to explore the Delta, the Pacific Coast, the Caribbean, Croatia or beyond, Destination Sailing is the adventure for you.

Sailing Vacations and Global Destinations

Relax with friends on a catamaran in the Bahamas or tour coastal tapas bars in Spain while you learn about destination sailing from the experts. Discover the customs of Tahitian locals or tour Croatian vineyards by day and retire to your luxurious sailboat every evening. Each year, Modern Sailing plans flotillas to exquisite sailing destinations worldwide. Each boat in the Floatilla is lead by one of our skilled captains. For sailors who wish to expand their skillset and skipper their own yacht, bareboat options are available.

Beyond the Golden Gate Bridge with Modern Sailing Expeditions

Our Coastal Expeditions gives you a closer look at the Pacific Coast. Known for its rugged coastline and large swell and big winds, Northern California offers exciting and challenging conditions for new and seasoned sailors alike. Modern Sailing Expeditions are open to members and non-members alike and are planned, provisioned and skippered by one of our USCG licensed captains and a first mate.

During a Modern Sailing Expedition, you’ll sail under the Golden Gate Bridge and explore the coastal cities and geography north, west, and south of the Golden Gate Straits. Popular excursions include multi-day trips to Halfmoon Bay and Drakes Bay. One-day trips to the famed Gulf of the Farallones National Marine Sanctuary occur approximately monthly.

Destination Sailing for Every Level

For Global Destinations and MSC Expeditions, no experience is necessary. Those new to sailing can explore the world from the water knowing that an experienced and licensed captain is at the helm.

Check out our Global Destination and Local Expeditions pages to see where we’re going next! Is there a destination on your bucket list? We can put together a custom trip for you and your friends - contact us to get started on planning your adventure!

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  • Steve Hood, Basic Coastal Cruising

    I would definitely recommend Modern Sailing to anyone who is interested in learning to sail the right way.

  • Sara Jane G.

    I've taken two classes at MSS&C and was very happy with the program. This is also a great club with lots of opportunities for camaraderie and practice on the water. The boats in the fleet are fantastic and kept in tip-top shape. I highly recommend for all sailors and would-be sailors!

  • 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.

  • John Boynton

    The class was terrific. I know you must get many compliments about your sailing instructors...But I must tell you that Robert is outstanding. Having taught SCUBA, I really appreciate the way he is so sensitive to all on board, dealing with each so well, knowing quickly their strengths and weaknesses making each feel special and cared for.

  • Danny Collins

    The office staff was very accommodating in meeting my availability.

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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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