The Black Dog

The Black Dog Out of one sailing Captain's love for the sea, his island home, and of course, his dog, The Black Dog Robert Douglas had that dream. The legacy had begun.
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For many men, there is something especially alluring about a sailboat and the sea. It is the bond between a man, a boat and nature - a dream of stepping back to a simpler time. At an early age he had escaped the hustle and bustle of his hometown Chicago by summering on the Vineyard. From the cockpit of his fifteen-foot sailboat, he would watch the MV Islander and MV Nobska ferry visitors back to W

oods Hole and New Bedford. It was on such a visit that Robert Douglas made three promises to himself. One day he would build a ship. One day he would get a dog to sail by his side and to warm his feet in the winter. And one day he would call the Vineyard home. In 1958, now a young Air Force Captain, Robert Douglas flew his last mission and then walked away from the twentieth century and toward his dream. His vessel would be modeled after the schooner Joe Lane, a revenue cutter (in the 1800s revenue cutters patrolled the US coastline, enforcing import tariffs) built in 1850. Wherever possible, Captain Douglas would incorporate materials and techniques used in the 19th century. This proved to be quite a challenge. Cotton canvas, manila rope, and marlin along with oak frames and hanging knees, white pine decks, double sawn frames, and masts of Douglas fir, all had to be carefully woven together. In February 1964, after two years of careful construction, Douglas' one hundred and fifty-one foot topsail schooner, complete with coal stove, kerosene lamps and hand pumps for water, slipped into the icy waters of South Bristol, Maine. Captain Robert Douglas was at the helm. His boat, christened the Shenandoah, sailed a course for Martha's Vineyard. A black Lab-Boxer mix would come aboard in 1967. Named The Black Dog after the character in Robert Lewis Stevensonโ€™s "Treasure Island," for sixteen years man, the boat and the dog would be nearly inseparable. For Captain Douglas, life was good. He purchased an old seaside inn that sat on the beach in Vineyard Haven. From the downstairs library window he could see Shenandoah, swinging on her mooring in the harbor. Sailors from all parts of the globe would walk down the beach, their sea bags tossed over their shoulders, headed for the Captain's house. The Black Dog would greet them at the door. The Captain and the sailors would sit around the fire and drink coffee, and sometimes rum. They compared ships and captains and talked of cargo and foreign ports. While summer brought many people to the Vineyard, few remained year-round. In fact, the island had not one year-round restaurant. One cold day in 1969, over a bitter cup of coffee and a dry, packaged, store-bought donut, the Captain decided enough was enough. His dream would now include a place where Vineyarders and visitors could enjoy a good cup of chowder and great conversation year-round. That dream began as a sketch on a napkin. One New Years' Day 1971, the doors to the Black Dog Tavern opened. Everyone said the chowder was just right, and there wasn't an empty seat in the house. In the corner by the fireplace, the Captain and his dog watched with satisfaction. The food was great, and the fire warmed the room with a glow that only a fireplace can impart.

06/17/2026

A little look inside our Chatham store ๐ŸŒŠ
Easy layers, coastal classics, and so many favorites to explore. Come visit us! ๐Ÿพ

Hot days call for cold treats ๐Ÿฆ ๐Ÿพ Who's grabbing an ice cream?Thank you Liberty for sharing this precious photo!
06/16/2026

Hot days call for cold treats ๐Ÿฆ ๐Ÿพ
Who's grabbing an ice cream?

Thank you Liberty for sharing this precious photo!

New red, white, and blue arrivals just landed! ๐Ÿ‡บ๐Ÿ‡ธ๐ŸฆžPerfect for the 4th of July, beach days, boat rides, and all the momen...
06/14/2026

New red, white, and blue arrivals just landed! ๐Ÿ‡บ๐Ÿ‡ธ๐Ÿฆž
Perfect for the 4th of July, beach days, boat rides, and all the moments in between.

Weโ€™ve been loving our new bag charms & keychains lately ๐ŸŒŠA simple way to add some extra fun to your everyday essentials.
06/12/2026

Weโ€™ve been loving our new bag charms & keychains lately ๐ŸŒŠ
A simple way to add some extra fun to your everyday essentials.

A mix of postcards, watercolor kits, bookmarks & other small paper goods we love ๐Ÿ’›Made to inspire creativity and add a l...
06/11/2026

A mix of postcards, watercolor kits, bookmarks & other small paper goods we love ๐Ÿ’›
Made to inspire creativity and add a little joy along the way.

Weโ€™re so grateful to have partnered with Color Box Design & Letterpress on this! Shop the full collection in stores and online โœจ

Just a few of our favorites ๐Ÿ‡บ๐Ÿ‡ธMade in the USA and built for everyday wear.
06/10/2026

Just a few of our favorites ๐Ÿ‡บ๐Ÿ‡ธ
Made in the USA and built for everyday wear.

The Sea Dog Longsleeve Crew is back โ€” an easy, relaxed layer for coastal air, beach walks, and everything in between ๐Ÿพ
06/07/2026

The Sea Dog Longsleeve Crew is back โ€” an easy, relaxed layer for coastal air, beach walks, and everything in between ๐Ÿพ

We're so excited to announce that Bo & Beans are our May photo contest winners! ๐ŸŽ‰Bo is an 11-year-old Bloodhound mix, an...
06/06/2026

We're so excited to announce that Bo & Beans are our May photo contest winners! ๐ŸŽ‰

Bo is an 11-year-old Bloodhound mix, and Beans is an almost 3-year-old Village Dog mix. One of their favorite adventures together is hopping in the car, grabbing a pup cup, and then heading to an open field or beach for crazy zoomies & lots of sniffs! .and.bobo

Thank you so much to everyone who submitted photos this month. We absolutely love seeing your pups and learning about their unique personalities and stories. Stay tuned โ€” you may spot some of these adorable submissions featured on our page soon! โค๏ธ

Happy Pride Month! ๐ŸŒˆCelebrate love, identity, and acceptance with us. Our limited-edition PTOWN tee is available exclusi...
06/05/2026

Happy Pride Month! ๐ŸŒˆ
Celebrate love, identity, and acceptance with us. Our limited-edition PTOWN tee is available exclusively at our Provincetown store, and our Smooth Sailing tee is available online while supplies last!

Hooked on comfort ๐ŸŽฃ Our Bait & Tackle Triblend Tee pairs a soft, lived-in feel with fishing-inspired graphics made for d...
06/03/2026

Hooked on comfort ๐ŸŽฃ
Our Bait & Tackle Triblend Tee pairs a soft, lived-in feel with fishing-inspired graphics made for days on and off the water.

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Vineyard Haven, MA

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