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• Q & A: Progressive Cruise Prep and Discussion

  • When
    May 16, 2026
  •  
    9:00 AM - 11:00 PM
  • Location
    Muse

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  Please Join Us!

  
  

  Please join us for a Q&A on May 16th from 9–11 AM at the MSA Clubhouse, The Muse. We’ll be gathering for a discussion about the Progressive Cruise and how to best prepare for our July adventure to the San Juan Islands and Canada’s Gulf Islands.

  This will be a great opportunity for a true melding of the minds as we share tips, experiences, and ideas to help everyone feel prepared and excited for the cruise ahead. Don’t get caught off guard, come down, ask questions, and learn from fellow cruisers!

  We’ll be chatting about topics such as:

  • Navigation tips

  • Provisioning

  • What not to forget

  
  

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• Cruise to Langley

  • Start
    May 22, 2026
  • End
    May 25, 2026
  • Location
    Port of South Whidbey at Langley

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  Fun is just a cruise away!
  

  Always a fan favorite, the trip to Langley features some of MSA's biggest traditions. The beer-can sailboat races can get quite competitive, with bragging rights for the season on the line.  But the real highlight is always the annual visit to the club by Captain Greybeard, and his boat renaming ceremonies!

  
  

  
  

  Each cruise has an entertaining or adventurous theme, fun activities and potluck. Time at the dock gives people the opportunity to share boating experiences, boat handling tips, maintenance knowledge and make new friends. We look forward to you joining us on Milltown cruises. We welcome sailors, power boaters, paddlers, and even those who prefer to come by car. Bring the whole family, children and pets are welcome.

  

  As part of MSA's ongoing effort to keep membership costs low, cruise registrants will be responsible for the registration fees that MSA has previously covered and will continue to facilitate.  The fees to register for the event are these marina fees.

  
  

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• Cruise to Back Bay (Wagon Wheel Anchor)

  • Start
    June 19, 2026
  • End
    June 21, 2026
  • Location
    Port Ludlow Back Bay

  Register

  
  

  

  
  

  Fun is just a cruise away!

  
  

  One of the more unique cruise opportunities offered. Back Bay celebrates solstice with a wagon wheel raft up, blind dinghy races, burning of the wicker man, and an incomprehensible number of rubber ducks.

  

  This cruise is spent on anchor and shore access is limited. Please reach out to Carl and Leanna for any questions.

  cruisecaptain@milltownsailing.org
  

  Each cruise has an entertaining or adventurous theme, fun activities and potluck. Time at the dock gives people the opportunity to share boating experiences, boat handling tips, maintenance knowledge and make new friends. We look forward to you joining us on Milltown cruises. We welcome sailors, power boaters, paddlers, and even those who prefer to come by car. Bring the whole family, children and pets are welcome.

  
  

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• Progressive Cruise (1 week and 2 week option)

  • Start
    July 11, 2026
  • End
    July 26, 2026
  • Location
    San Juan Islands

  Register

  

  

  Gulf Islands and San Juan Islands

  Progressive Cruise
  (1- AND 2-WEEK option)

  

  Fun is just a cruise away!

  

  2026 San Juans One Week and Two Week.pdf
  

  2026 Canada Two Weeks.pdf
  

  Time to get adventurous as we will be taking a cruise to the San Juan and Gulf Islands. Exploring the many islands as a group or independently, this cruise provides a diverse experience with many learning opportunities and memories to last a lifetime. There will be a 1 and 2 week itinerary planned. Look into the moorage pass for the state parks, link provided below.

  https://parks.wa.gov/passes-permits/fees/camping-and-moorage-fee-update  

  
  

  Each cruise has an entertaining or adventurous theme, fun activities and potluck. Time at the dock gives people the opportunity to share boating experiences, boat handling tips, maintenance knowledge and make new friends. We look forward to you joining us on Milltown cruises. We welcome sailors, power boaters, paddlers, and even those who prefer to come by car. Bring the whole family, children and pets are welcome.

  As part of MSA's ongoing effort to keep membership costs low, cruise registrants will be responsible for the registration fees that MSA has previously covered and will continue to facilitate.  The fees to register for the event are these marina fees.

  
  

  If you have any questions, please reach out to the Cruise Captains. Thank you

   Cruise Captains Leanna and Carl.

  
  

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• Cruise to Poulsbo

  • Start
    August 14, 2026
  • End
    August 16, 2026
  • Location
    Port of Poulsbo

  Registration is closed

  

  
  

  

  Fun is just a cruise away!

  Poulsbo is a Scandinavian town with tons of history. This is a great opportunity to check out Longship Marine, farmers market, shopping center, and Viking cups at Sluys. Expect fun games, potluck gatherings, and relaxing time.

  

  Each cruise has an entertaining or adventurous theme, fun activities and potluck. Time at the dock gives people the opportunity to share boating experiences, boat handling tips, maintenance knowledge and make new friends. We look forward to you joining us on Milltown cruises. We welcome sailors, power boaters, paddlers, and even those who prefer to come by car. Bring the whole family, children and pets are welcome.

  

  As part of MSA's ongoing effort to keep membership costs low, cruise registrants will be responsible for the registration fees that MSA has previously covered and will continue to facilitate.  The fees to register for the event are these marina fees.

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• Cruise to Oak Harbor

  • Start
    September 04, 2026
  • End
    September 07, 2026
  • Location
    Oak Harbor Marina

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  Fun is just a cruise away!

  What better way to spend Labor Day weekend than to spend it in Oak Harbor? Your hosts Pepper, John and crew plan exciting and creative cruises. One year was Bob Ross themed and another played with the Music festival going on in the city. Games on the dock and good company is what to expect on this cruise. This cruise is quite popular with dogs and limited in slips.

  

  Each cruise has an entertaining or adventurous theme, fun activities and potluck. Time at the dock gives people the opportunity to share boating experiences, boat handling tips, maintenance knowledge and make new friends. We look forward to you joining us on Milltown cruises. We welcome sailors, power boaters, paddlers, and even those who prefer to come by car. Bring the whole family, children and pets are welcome.

  

  As part of MSA's ongoing effort to keep membership costs low, cruise registrants will be responsible for the registration fees that MSA has previously covered and will continue to facilitate.  The fees to register for the event are these marina fees.

  
  

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• Cruise to Kingston Marina

  • Start
    October 16, 2026
  • End
    October 18, 2026
  • Location
    Port of Kingston Marina

  Register

  
  

  
  

  
  

  

  Fun is just a cruise away!

  

  Join by ferry or personal vessel and enjoy October Fest themed games with our hosts Dale and Edith. When you are not playing games enjoy the nearby stores and restaurants. Relaxing parks and scenic sunsets that captures the hearts of everyone.

  

  Marina Map

  

  Each cruise has an entertaining or adventurous theme, fun activities and potluck. Time at the dock gives people the opportunity to share boating experiences, boat handling tips, maintenance knowledge and make new friends. We look forward to you joining us on Milltown cruises. We welcome sailors, power boaters, paddlers, and even those who prefer to come by car. Bring the whole family, children and pets are welcome.

  

  
  

  As part of MSA's ongoing effort to keep membership costs low, cruise registrants will be responsible for the registration fees that MSA has previously covered and will continue to facilitate.  The fees to register for the event are these marina fees.

  Show details
• Cruise to Langley

  • Start
    November 27, 2026
  • End
    November 29, 2026
  • Location
    Port of South Whidbey at Langley

  Register

  
  

  

  Fun is just a cruise away!

  This is our last cruise of the year so please join us for a festive holiday Langley cruise. The town is bustling with holiday shoppers and delightful restaurants. Check out Misfit Island Cider Company if you fancy ciders and Village Pizzeria for pizza fans. As we brave the chill together, we learn new ways to stay warm.

  Each cruise has an entertaining or adventurous theme, fun activities and potluck. Time at the dock gives people the opportunity to share boating experiences, boat handling tips, maintenance knowledge and make new friends. We look forward to you joining us on Milltown cruises. We welcome sailors, power boaters, paddlers, and even those who prefer to come by car. Bring the whole family, children and pets are welcome.

  

  
  

  Show details