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.
(2)

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 Stevenson’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.

From fisherman to crewneck to hoodie — these are the layers you’ll keep reaching for on beach mornings, coffee runs, and...
05/28/2026

From fisherman to crewneck to hoodie — these are the layers you’ll keep reaching for on beach mornings, coffee runs, and everything in between. Which one are you living in lately? 🐾

This Memorial Day, we honor and remember those who served and sacrificed for our country. Their courage will never be fo...
05/25/2026

This Memorial Day, we honor and remember those who served and sacrificed for our country. Their courage will never be forgotten 🇺🇸

Starting to feel like summer 🌊😎What are your plans for the weekend?Thank you Luna for this adorable photo!
05/23/2026

Starting to feel like summer 🌊😎
What are your plans for the weekend?

Thank you Luna for this adorable photo!

Easygoing by nature, coastal by design 🤍Our Marina Rugby Fisherman top features a rugby-inspired silhouette with a relax...
05/21/2026

Easygoing by nature, coastal by design 🤍
Our Marina Rugby Fisherman top features a rugby-inspired silhouette with a relaxed fit for timeless, effortless style.

Stay cool. Stay moving.The Eastville Performance Collection delivers moisture-wicking comfort, natural stretch, and ever...
05/20/2026

Stay cool. Stay moving.
The Eastville Performance Collection delivers moisture-wicking comfort, natural stretch, and everyday style 👟⚡️

05/18/2026

Boat days, back roads, and long weekends are calling again.
Here's to another summer of bringing The Black Dog wherever the day takes you.

05/16/2026

A little tour of our Plymouth store 🐾
Fun fact—our Plymouth store is connected to Setting The Space!

Come say hi if you're in the area 😊

Perfect for chilly mornings, breezy days, and cool nights 🌊Our Classic Heavyweight Sweatshirts are soft, durable, and re...
05/15/2026

Perfect for chilly mornings, breezy days, and cool nights 🌊
Our Classic Heavyweight Sweatshirts are soft, durable, and ready for any adventure.

Got an adorable pup photo? We want to see it! 📸 🐶Email a high-resolution photo to social@theblackdog.com with your dog's...
05/14/2026

Got an adorable pup photo? We want to see it! 📸 🐶

Email a high-resolution photo to [email protected] with your dog's name, breed, and a fun fact to enter our Monthly Dog Photo Contest!

The winner will be featured on our social channels and receive a Black Dog gift card! We can't wait to see your pups 😊

By submitting, you confirm you own the photo and grant permission for us to share it.

Out where the trails are quiet and the views are worth it 🐾Thank you to Darby for sharing this adorable photo with us!
05/13/2026

Out where the trails are quiet and the views are worth it 🐾
Thank you to Darby for sharing this adorable photo with us!

Address

Vineyard Haven, MA

Alerts

Be the first to know and let us send you an email when The Black Dog posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to The Black Dog:

Share