Webb has made it through the Windward Passage.
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"When I think of all the fools I've been,
it's a wonder that I've sailed this many miles." -Guy Clark
Spartina
Scroll down for cruising logs
some photographs and video clips
Fall 2024 on Chesapeake Bay
Fall 2024 Chesapeake Bay daily logs
- day one - breakfast with friends
- day two - up to the Miles River
- day three - runner in scoring position
- day four - short sail to St. Michaels
- days five, six, seven - the small craft festival
- day eight - foggy morning
- day nine - downhill run
- day ten - across Chesapeake Bay and back again
- day eleven - breezy run down Tangier Sound
- day twelve - "caught" on Onancock Creek
- day thirteen - off day in Onancock
- day fourteen - headed back north
- day fifteen - wind on the stern
- day sixteen - red sky at morning
- days seventeen and eighteen - morning sail, rafted up
- days nineteen and twenty - Tilghman Island
- day twenty-one - caught again
- day twenty two - a favorite cove
- day twenty-three - invited, windless
- day twenty-four - light winds on the Chester
- day twenty-five - north to Rock Hall
- day twenty-si - that cheese steak, finally
Maine 2024 track
Maine 2024 daily logs
- day one - coming or going?
- day two - heading east
- day three - should have checked the weather
- day four - thunderstorms and fog
- day five - into the blue
- day six - resupply and Roque Island
- day seven - in search of Jim Hawkins
- day eight - sheltered
- day nine - voices in the mist
- day ten - farewell
- day eleven - headed back west
- day twelve - aim for Mount Desert
- day thirteen - Swant's Island and Merchant Row
- day fourteen - sunrise, quarry and a haddock sandwich
- day fifteen - light winds and opposing tides
- day sixteen - "no, no, no"
- day seventeen - north to Islesboro
- day eighteen - Belfast
- day nineteen- out of the fog
- day twenty - searching for an anchorage
- day twenty-one - a day sail
- day twenty-two - light wind, strong wind
- day twenty-three - Rockport
- day twenty-four - a message from a friend
- day twenty-five - friends, fog and an invitation
- day twenty-six - fog, storms and sunshine
- day twenty-seven - fog, fried and a favorite cover
- day twenty-eight - they almost had me at "margaritas"
- day twenty-nine - downhill run to Stonington
- day thirty - Eggemoggin Reach
- day thirty-one - wandering through the islands
- day thirty-two - "would you like some coffee?"
- day thirty-three - back to the ramp
Around the Sounds 2024 track
Around the Sounds 2024 daily logs
- day one - storms all around
- day two - gentle sailing
- day three - Oriental
- day four - no room at the inn
- day five - who is that masked man?
- day six - a hat for SPARTINA
- day seven - Beaufort
- day eight - outside to Cape Lookout
- day nine - Cape Lookout Bight
- day ten - shoaled
- day eleven - warning, delay, canals
- day twelve - down and back again
- day thirteen - going with the flow, remembered
- day fourteen - ignored
- day fifteen - Dipping Vat Creek, storms all around
- late evening, day fifteen - a noise in the night
- day sixteen - perfect
- day seventeen - crossing the Sound, painting the harbor red
- days eighteen through twenty - a nice place to be trapped
- day twenty one - back across the Sound
- day twenty two - windless, fish on
- day twenty three - back to the ramp
Sea Islands 2024
Sea Islands 2024 daily logs
- day one - rules are rules
- day two - six layers
- day three - where's the wind
- day four - with and against the tides
- day five - Superbowl Sunday
- days six and seven - waiting out the weather
- day eight - crossing the line
- day nine - a couple of Red Stripes
- day ten - going nowhere fast
- day eleven - a back door
- day twelve - lost in space
- day thirteen - sunshine and a fresh breeze
- day fourteen - crossing into Florida
- day fifteen - the last sound
- day sixteen - glassy
- day seventeen - storm warning
- day eighteen - the last leg
Chesapeake Bay, fall 2023
Chesapeake Bay, fall 2023 daily logs
- day one - a new ramp
- day two - downhill run
- day three - south, but not too far south
- day four - working back north
- day five - north winds and an invitation
- day six - a weather day
- day seven - back across the Bay
- day eight - headed for Steve's Cove
- day nine - meeting on the water
- day ten - into St. Michaels
- days eleven through fourteen - the small craft festival
- day fifteen - a new creek
- day sixteen - easy sailing
- day seventeen - the winding river
- day eighteen - Georgetown
- day nineteen - bored on the Bohemia
- day twenty - seeking shelter
- day twenty-one - blues skies instead of rain
- day twenty-two - Swan Creek revisited
- day twenty-three - Rock Hall
- day twenty-four - Q'town Creek
- day twenty-five - a lazy day sail
- day twenty-six - changing weather
- day twenty-seven - gale warning
- day twenty-eight - fall colors
- day twenty-nine - coming into Chestertown
Maine 2023
Maine 2023 daily logs
- day one - forgotten
- day two - the Cranberry Islands
- day three - fog
- day four - up and down Somes Sound
- day five - escape from Somes Sound
- day six - a lobster roll to go
- day seven - running from the fog
- day eight - an invitation
- day nine - rain, fog and wind
- day ten - around the corner and north
- day eleven - art for breakfast
- day twelve - Eggemoggin Reach
- day thirteen - the reach, the lunger and the storm
- day fourteen - Castine
- day fifteen - Islesboro
- day sixteen - south to Vinalhaven
- day seventeen - a weather day
- day eighteen - fog, sun, wind and a nap
- day nineteen - a sail through the islands
- day twenty - the end
Spring 2023 track
Spring 2023 daily logs
- day one - special guest on board
- day two - the longest day
- day three - south to Onancock
- day four - Onancock
- day five - sailing blind
- day six - waiting out the wind
- day seven - the sail repair
- day eight - north on Tangier Sound
- day nine - tacking, tacking, tacking
- day ten - wind and waves
- day eleven - perfect
- day twelve - join the parade
- day thirteen - St. Michaels
- days fourteen and fifteen - rest, relax and repair
- day sixteen - turtle envy
- day seventeen - reliably unreliable
- day eighteen - Corsica River and Lankford Creek
- day nineteen - friends on the water
- day twenty - no other choice
Sea Islands 2023
Sea Islands 2023 daily logs
- day one - under cover of darkness
- day two - against the tide
- day three - fifty tacks
- day four - down and back
- day five - once more with feeling
- days six and seven - Chez Webb
- day eight - against the wind and the tides again
- day nine - losing ground
- day ten - picture perfect
- day eleven - water on the wrong side of the boat
- day twelve - three sounds
- day thirteen - beam reach down Jekyll Creek
- day fourteen - rest, recharge
- day fifteen - crossing the line
- day sixteen - crossing the final sound
- day seventeen - a bit of a mess
- day eighteen - a weather day
- day nineteen - don't forget to check the wx apps
- day twenty - no room at the inn
the social 355
the social 355 daily logs
- day one - sails up before the sun
- day two - a scream in the night
- days three to six - waiting out the weather
- days seven and eight - back to St. Michaels
- day nine - sailing another boat
- day ten - after the storm
- day eleven - north
- day twelve - the cold front brings wind
- day thirteen - a dog's life
- day 14 - they drank all the champagne
- day fifteen - wind, finally
- day sixteen - cookies and team
- day seventeen - graced and grateful
- day eighteen - a short sail up the Chester River
- day nineteen - the lady from the magazine
- day twenty - lazy day
- day twenty-one - north to Rock Hall
- days twenty-two and three - friends, oysters and baseball
- day twenty-four - gusty return to the Chester River
- day twenty-five - geese never sleep
- day twenty-six - the last leg
Sea Islands 2022
Sea Islands 2022 daily logs
- day one - under cover of darkness
- day two - the winding path
- day three - Beaufort
- day four - with and against the tides
- day five - Georgia
- day six - my own personal "Point Break"
- day seven - "YOU'RE THAT GUY!"
- day eight - Jekyll Island
- day nine - the dividings
- day ten - the last sound
- day eleven - concrete river
- day twelve - the St. Johns River
- day thirteen - the last few miles
fall fest 544
fall fest 544 daily logs
- day one - the alarm clock
- day two - the island farm
- day three - a downhill run to St. Michaels
- days four and five - a moveable feast
- day six - changing course
- day seven - a burger and a tank of gas
- day eight - dissipated
- day nine - windless
- day ten - long walk, longer sail
- day eleven - do you have a phone?
- day twelve - back north
- day thirteen - rum and coke, and good company
- day fourteen - hello, sweetheart !
- day fifteen - a weather day
- day sixteen - back across the Bay
- day seventeen - drizzle, fog and a favorite place
- day eighteen - life on a half-shell
- day nineteen - a brief walk through history
- day twenty - tea for the tillerman
- day twenty-one - another day on Queenstown Creek
- day twenty-two - the devil's reach
- day twenty-three - back down the Chester
- day twenty-four - reefed and double reefed
- day twenty-five - a hunter's moon
- day twenty-six - Rock Hall
- day twenty-seven - crazy, admired
- day twenty-eight - the last day
now and then 425
now and then 425 daily logs
- day one - around the corner to the Pungo River
- day two - the canal, rattlesnake bay
- day three - "hold on, captain"
- day four - a weather hold, day sail
- day five - a bridge too far
- day six - I love my drysuit
- day seven - the Frying Pan
- day eight - the storms
- day nine - a seam in the sky
- day ten - I love my drysuit part II
- day eleven - finally
- day twelve - around the bend to New Bern
- day thirteen - back down the Neuse on the way to Beaufort
- day fourteen - down the canal to Beaufort
- day fifteen - Cape Lookout Bight
- day sixteen - and back again
- day seventeen - the goddess on the ICW
- day eighteen - north
- day nineteen - one last canal
- day twenty - fog
Sea Islands Abbreviated
Sea Islands Abbreviated daily logs
- day one - the running tide
- day two - brother can you spare a dime (or maybe a gallon of gas)
- day three - fog, strong currents and fine sailing
- day four - the back way to Hilton Head
- days five and six - a Hilton Head weather hold
- day seven - Georgia on my mind
- day eight - Hell Gate and other passages
- day nine - done too soon
No-Show 2020 460
No-Show 2020 460 daily logs
- day one - down the Choptank
- day tow - a pink sunrise
- day three - headed to Knapp's Narrows
- day four - a weather day
- day five - a symphony of halyards
- day six - small craft advisory
- day seven - waiting out the wind
- day eight - Taniger Island, a visit from a friend
- day nine - the snake
- day ten - red sky at morning
- day eleven - infectious laughter
- day twelve - rainy day blues
- day thirteen - a windless weather day
- day fourteen - north
- day fifteen - resupply in Rock Hall
- day sixteen - battered
- day seventeen - relaxing in Chestertown
- day eighteen - downriver and fish on!
- day nineteen - unexpected company, tranquility
- day twenty - turning back south
- day twenty-one - in to St. Michaels
- day twenty-two - St. Michaels, the forecast
- day twenty-three - the creeks of Kent Island
- day twenty-four - downwind to Cambridge
- she always brings me flowers, and other notes on the sailing trip
"I'm OK" 281 track
"I'm OK" 281 daily logs
Social Distance 180 track
Social Distance 180 daily logs
the windy 300+
the windy 300+ daily logs
- day one - the monkfish bites
- day two - into the wind, waves and tide
- day three - back across the Bay
- day four - keep on goin'
- day five - a double gps day
- day six - surfing down the waves
- day seven - broadsides
- day eight - creek sailing
- day nine - unexpected company
- day ten - fish tacos and downriver
- day eleven - tender mercies
- day twelve - back to the Choptank
- day fourteen - the last crab cake
Into the Wind 198
into the wind 198 daily logs
The Last 294
the last 294 daily logs
- day one - Knapp's Narrows
- day two - small craft warning
- day three - rain, rain, rain
- day four - north
- day five - lily pads and lightning
- day six - south
- day seven - at the red house turn right
- day eight - hard hat required
- day nine - a scone for breakfast, lamb risotto for dinner
- day ten - Lovely Cove, and beyond
- day eleven - pecan pie
Round the Sound '18
Round the Sound '18 daily logs
Top O' the Bay 325
Top O' the Bay 325 daily logs
- day one - down the Choptank
- day two - north to the Miles River
- day three - the rushing tide, fair wind to Rock Hall
- day four - Still Pond
- day five - across the Bay to the Susquehanna
- day six - four rivers
- day seven - the goldilocks marina
- day eight - south to Worton Creek
- day nine - I can't resist
- day ten - fine dining, Russia house
- day eleven - morning and evening
- day twelve - south
- day thirteen - formal wear
- day fourteen - St. Michaels
The Finally 240
The Finally 240 daily logs
- day one - short sail to Rockhole Bay
- day two - a new channel to Ocracoke
- day three - a warning in the night
- day four - from the bay to the river to the sound to the river to the creek
- day five - castles and trestles
- day six - down river
- day seven - fishing, not catching
- day eight - back to where I belong
The Talkabout 185
daily logs
- day one - sparkling water
- day two - three rivers, two bridges and a beautiful anchorage
- day three - calm before the storm
- day four - shelter from the storm
- day five - hippie pancakes and wind on the beam
- day six - windless to Knapp Narrows
- day seven - no particular place to go
- day eight - perfect
- day nine - back to the ramp
The Bonnie 228
The Bonnie 228 daily logs
The Threatened 320
The Threatened 320 daily logs
- day one - light winds, dolphins
- day two - windless
- day three - a stationary low and the cold front
- day four - the back way
- day five - waiting out the wind, kindness
- day six - a different air
- day seven - Plaindealing Creek
- day eight - seeking shelter
- day nine - north
- Tilghman Island - a weather day
- day ten - the blood moon, the fog, the squall
- day eleven - the coming storm
- day twelve - coming in
September Walkabout
September Walkabout daily logs
- day one - Crisfield to Pigeonhouse Creek
- day two - Pigeonhouse Creek to Parsons Creek
- day three - Parsons Creek to LaTrappe Creek
- day four - LaTrappe Creek to Dun Cove
- day five - Dun Cove to Dividing Creek
- day six - Dividing Creek to St. Michaels
- day seven - St. Michaels to Edge Creek
- day eight - Edge Creek to paradise
- day nine - paradise to Hudson Creek
- day ten - Hudson Creek to Paul's Cove
- day eleven - Paul's Cove to Tangier Island
- day twelve - Tangier Island to the Little Annemessex River
- day thirteen - Little Annemessex River to Crisfield
Easy in the Islands 292
Easy in the Islands 292 daily logs
The Inner Banks 425
Inner Banks 425 daily logs
- day one - a performance for one
- day two - waiting on the sun
- day three, part 1 - the last picture show
- day three, part 2 - downwind to visit old friends
- day four - gentle to the south
- day five, part 1 - the thin white veil
- day five, part 2 - Beaufort, words and wood
- day six - the ocean and forty tacks
- day seven - satellites and cells, unexpected company
- day eight - thrown out of better places
- day nine - wind, water and sky
- day ten - no shoes, no trout burger
- day eleven - a simple palette
- day twelve - the crossing
Over the Top 200 track
Over the Top 200 daily logs
- day one - north from Rock Hall
- day two - the Elk River to Chesapeake City
- day three - Delaware Bay to the Murderkill River
- day four - light winds to Lewes, fight night
- day five - mystery bridge, south to Indian River
- day six inlets, currents and sailing outside
- day seven - two bays and one last bridge lift to Chincoteague
Tidal 214 track
Tidal 214 daily logs
Tangier Sound Walkabout track
Tangier Sound Walkabout daily logs
The Wet and Windless 162 track
Walkabout 2011 track
Bay Days 220 track
Bay Days 220 daily logs
Weekend Walkabout track
click on map to see track
Weekend Walkabout daily log One Hundred Miles to Nowhere
Steve
click photo for profile
JW Pennant
Favorite Websites
- Pathfinder First Light
- Pathfinder Astrid
- Webb Chiles/in the present sea
- Arwen's Meanderings
- Pathfinfinder Vanessa's Journey
- Adventures of SOS
- Thin Water Annie
- Eye in Hand/melonseed skiffs
- TownDock
- 829 Southdrive
- John Welsford Small Craft Design
- JWbuilders group
- Duckworks Magazine
- SailFlow NC wind data
visitor map
Blog Archive
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2019
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February
(13)
- rain, trailer work, outboard work, sous vide cepha...
- disagree, but I'll still read the book / in praise...
- the capsize
- capacious, not outdated, the new pad
- training day
- one less bridge to navigate
- Oh Baby!
- a winter's sail
- Sunday
- cruising (sleeping) gear
- three months, five knots, three weeks
- into the trades
- Super Sunday / The Windward Passage
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February
(13)
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