Southern Crossing Flotilla — A communal sail through South Puget Sound

SEATTLE SAILING FIELD GUIDE

Southern Crossing Flotilla — A communal sail through South Puget Sound

A Windshare member flotilla run by Windworks Sailing & Powerboating that links Tacoma Narrows and Olympia with anchorages, marinas and on‑deck skill building—this guide helps you plan the route, social elements, and practical questions.

Southern Crossing Flotilla — A communal sail through South Puget Sound.

Duration
Contact operator
Location
Seattle
Operator
Windworks Sailing & Powerboating
Category
Sailing
Robert Eric Crews
Founder & Editor, The Adventure Collective
Published Verified

The Southern Crossing Flotilla threads South Puget Sound from the Tacoma Narrows toward Olympia, combining scenic anchorages and marina nights with community cruising, seamanship practice, and a dockside potluck that closes out the summer sailing season.

Highlights

Outing Highlights

A short, purposeful passage across South Puget Sound
THE ROUTE

A short, purposeful passage across South Puget Sound

The flotilla covers the stretch from the Tacoma Narrows to Olympia, with a mix of sheltered anchorages and marina stops that are chosen to maximize sailing and sightseeing while minimizing long motoring days.

Member-driven conviviality and learning
THE COMMUNITY

Member-driven conviviality and learning

This is a Windshare flotilla event: expect opportunities to meet other members, join a dockside potluck, and take part in skill‑building sessions or leadership roles offered to interested participants.

Quiet harbors and a marina night
THE ANCHORAGES

Quiet harbors and a marina night

Planned stops include anchoring in Quartermaster Harbor and an overnight stay at Bremerton Marina — choices that emphasize anchoring and local exploration over long transits.

What the day feels like

How the flotilla feels on deck

Expect a communal cruising rhythm: short sails between protected anchorages and marinas, time ashore or rafted up for a potluck, and options for skill‑building or leading legs of the flotilla for those who want to practice seamanship. The event is organized as a member Windshare flotilla under Windworks Sailing & Powerboating and is positioned as an end‑of‑summer gathering.

A short, purposeful passage across South Puget Sound

THE ROUTE

A short, purposeful passage across South Puget Sound

The flotilla covers the stretch from the Tacoma Narrows to Olympia, with a mix of sheltered anchorages and marina stops that are chosen to maximize sailing and sightseeing while minimizing long motoring days.

Member-driven conviviality and learning

THE COMMUNITY

Member-driven conviviality and learning

This is a Windshare flotilla event: expect opportunities to meet other members, join a dockside potluck, and take part in skill‑building sessions or leadership roles offered to interested participants.

Quiet harbors and a marina night

THE ANCHORAGES

Quiet harbors and a marina night

Planned stops include anchoring in Quartermaster Harbor and an overnight stay at Bremerton Marina — choices that emphasize anchoring and local exploration over long transits.

Suitability

Who it's for

Who this flotilla is best for—and who should check for more info.

1
Social cruisers & Windshare membersSuited to sailors who value meeting other members, sharing meals ashore or dockside, and cruising in company rather than racing or isolated passages.
2
Sailors seeking short passagesDesigned to emphasize sailing and sightseeing over long motoring days, with a sequence of shorter legs and sheltered anchorages.
3
Learners and skill‑buildersThe flotilla includes skill‑building opportunities on deck for those looking to practice seamanship in a supportive group setting.
4
Prospective leadersLeadership roles are available for participants who want to take on navigation or coordination duties during the flotilla.

Practical planner

Details to review before reserving

Timing & duration

Source material references both a "three‑day flotilla adventure" and a "four‑day, three‑night" Windshare trip; verify the final schedule with the operator or organizer.

What to bring

No specific gear list was provided in the supplied trip details—contact Windworks Sailing & Powerboating or the trip contact for a recommended equipment list.

Operator & contact

The event is organized as a Windshare flotilla by Windworks Sailing & Powerboating. For questions, contact Richard T. Moore at [email protected].

Booking Notice

Review cancellation policies before reserving.

Frequently asked questions

Planning Your Outing

How long is the Southern Crossing Flotilla?

The provided materials describe the event both as a "three‑day flotilla adventure" and as a "four‑day, three‑night" Windshare trip; participants should confirm the final itinerary with the organizer.

What route does the flotilla follow?

The trip transits South Puget Sound from the Tacoma Narrows toward Olympia, with planned anchorages and marina stops along the way.

Which anchorages and marinas are included?

The itinerary specifically mentions anchoring in Quartermaster Harbor and an overnight at Bremerton Marina among the planned stops.

Are there social events or group activities?

Yes—expect community elements including a dockside potluck, opportunities to meet other members, and choose‑your‑own‑adventure day stops.

Can I take on a leadership role during the flotilla?

Leadership roles are available for participants who want to help lead legs or coordinate; interested members should indicate their interest to event organizers.

Who should I contact with trip questions?

Questions about the trip can be directed to Richard T. Moore at [email protected].