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Summer Flotilla–San Juan Islands

August 26, 2013 - September 2, 2013


Shielded from ocean storms and swells by Canada’s 300-mile-long Vancouver Island, the forested, steep-sided San Juan Islands in nearby Washington state offer up more than 300 miles of shoreline, countless anchorages, and short-distance cruising for those who love to explore.

Find a cove and settle in, then dinghy ashore to discover tide pools loaded with purple starfish. Walk hundreds of evergreen-scented nature trails to viewpoints high above the shore. Eat fresh Dungeness crab or kayak from the boat through the bull kelp while spying bald eagles hidden in the treetops.

JWorld Annapolis will be escaping the heat of the Chesapeake Bay and chartering two 45’+ boats in Anacortes, WA to sail the beautiful San Juan Islands.  Three double occupancy berths are available aboard each boat.  Call to learn more or book with us today!

San Juan Islands Event Summary
  • Seven day cruising flotilla in Washington state’s San Juan Islands
  • Departing Ancortes, WA August 26 and returning September 2.
  • Perfect event for escaping the summer heat, gaining bareboat cruising experience or earning your US Sailing Bareboat Cruising Certification.
  • All J World Alumni and spouses, friends and family are encouraged to join.
  • Fee includes charter, dockage, provisioning and crew gear.  Exclusive of travel.

While wind, weather and tide will dictate every day’s course and destination we have included a sample itinerary to help showcase what each day could look like.  Each day will include three to six hours of sailing and plenty of time for shore side exploration.  Most meals will be prepared onboard, but we will explore some quaint coastal towns too!

Sample Schedule

Day one:  Sail from the Anacortes charter base to Lummi Island, then up scenic Hale Passage to hand-shaped Sucia Island. Anchor or pick up a mooring ball in Echo, Fossil, or Shallow bays.

Day two: From Sucia, cruise through Dall’s porpoise territory southwest along Orcas Island to either of two large and protected harbors, Prevost or Reid, at Stuart Island. Anchor or take a mooring ball. Stretch your legs on the historic trail through the forest to the lighthouse on Turn Point.

Day three: Head down Haro Strait on an ebb tide along the west side of San Juan Island for a run of 24 miles to Victoria, British Columbia. Clear Canadian customs and moor in front of the historic Fairmont Empress Hotel. From world-famous gardens to impressive architecture, the sightseeing pickings are rich.

Day four: Catch the flood tide and ride with the orcas up Haro Strait to Roche Harbor, a tranquil destination with an 1880s resort on the northwest corner of San Juan Island. Clear back into the United States. Radio for a slip or anchor in the protected bay. Walk the nearby sculpture garden. Enjoy the flowers at the Hotel de Haro. Then enjoy the shoreside pub and dine at McMillin’s Dining Room, overlooking the bay.

Day five: Head east to Jones Island for lunch, where deer eat from your hand.  Then meander south back to San Juan Island and picturesque Friday Harbor, the largest port of call in the archipelago. Take a slip in the marina, or anchor north or south of the breakwater. There are lots of shops, restaurants, and night spots.

Day six: Travel east past the Gatsby-era Rosario Resort and Spa on Orcas Island (we will save this for your next charter here), through Peavine Pass, above Obstruction Island, then cross Rosario Strait to the east shore of Cypress Island and Eagle Harbor. Pick up a mooring ball, then hike to Eagle Cliff for a view that a photograph can’t capture. But try.

Day seven: Sail east below Sinclair and Lummi islands, and return to the Anacortes charter base. Coast in and hang out in the vibrant Old town.  All within walking distance you will find casual cafes, elegant dining, quirky to sophisticated shopping, art galleries, antique shops and unique accommodations.

J World Annapolis prides itself on being “the performance sailing school,” where you learn much more than the basics of sailing.  Our coaches are standouts within the sailing instruction community, with years of training and sailing experience.  Their extensive backgrounds allow them to present you with not only the how-to side of sailing, but also the why.  We believe that sailing education requires both structured and experiential learning and our flotilla programs in the British Virgin Islands, San Juan Islands and beyond are the perfect blend of performance cruising, structured learning, on the water experience building and all out fun!

Enroll Now!



August 26, 2013
September 2, 2013
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J World Annapolis


Ship Harbor
2201 Skyline Way
Anacortes, WA 98221 United States
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