• Leisure

The Black Dog Tall Ships

Offer Ended

Celebrate the nautical history of Martha’s Vineyard and enjoy a gorgeous sunset with friends and family aboard an authentic schooner.

  • The Black Dog Tall Ships
  • The Black Dog Tall Ships
  • The Black Dog Tall Ships
  • The Black Dog Tall Ships

Day or Sunset Sail for Two

$140 $85 39% off

Add to Waitlist


  • Three-hour afternoon or sunset sail for two aboard the schooners Alabama or Shenandoah

What we love

  • Your three-hour cruise departs from the renowned Black Dog Wharf and takes you out on the Vineyard Sound, where you can enjoy the island’s beautiful scenery.
  • Set sail on the schooner Alabama, an authentic fishing vessel from 1926 that’s been fully rebuilt and restored. Or take to the water aboard the Shenandoah, a square-top sail unpowered vessel that was commissioned in 1964 and has been captained exclusively by the legendary Captain Robert B. Douglas from its first sail to this day.
  • You can be as active as you want. Help raise the sails or man the wheel with the captain—or just sit back and relax as you admire the gorgeous views with a glass of wine.

What to know

  • Redeem by: Tuesday, September 9, 2014
  • This offer is subject to Terms and Conditions
  • Offer is final sale and non-refundable
  • Subject to availability; must reserve in advance of desired date
  • Valid for public day (1–4 PM) or evening (5–8 PM) sails; after Labor Day, day sails depart at 12 PM and evening sails depart at 4 PM
  • Six-passenger minimum is required for all afternoon and sunset sails
  • Cancellations must be made outside of 24 hours of scheduled sail to receive a full refund minus a 10% booking fee; cancellations made within 24 hours result in no refund
  • Customers may reschedule at any time for any reason without charge
  • In the event of dangerous weather and cancellations made by the company, full refunds will be given
  • The company does not cancel sails due to rain
  • Voucher may be used to obtain the discount until September 9, 2014; after this date, the voucher is valid for the amount paid for five years from date of purchase, longer if provided by law


20 Beach Street
Vineyard Haven, MA 02568

About The Black Dog Tall Ships

Continuing the rich nautical traditions of Martha’s Vineyard, this now world-famous company offers landlubbers memorable maritime experiences from its wharf in Vineyard Haven. Setting off in the afternoon or at sunset, three-hour cruises engage your inner sailor, as you help the crew raise sails and even man the wheel.

The fleet consists of an impressive duo of historical schooners: the Alabama, a painstakingly rebuilt 1926 fishing vessel; and the Shenandoah, the world’s only square-top sail unpowered vessel, which was commissioned in 1964 by Captain Robert B. Douglas to remain true to “the standard of the best ships that sailed under the American flag.” Captain Douglas continues to sail his magnificent ship to this day, passing his love of the sea on to the next generation of mariners.

Terms and Conditions For All Promotional Vouchers Purchased Through Gilt City, Inc.

The following terms and conditions apply to all promotional vouchers ("Vouchers") purchased through Gilt City, Inc. or its affiliated companies ("Gilt City"), except as otherwise specified on any particular Voucher and except as otherwise required by law. In the event of a conflict between these terms and conditions and the actual Voucher, the Voucher itself will control. All persons purchasing, printing, accepting, using or attempting to use any Voucher (each, a "Customer") agree to these terms and conditions.

All Vouchers are promotional in nature and are issued by the participating merchant or vendor ("Vendor") through Gilt City as a service provider. The Vendor is the holder and issuer of the Voucher and under no circumstances shall Gilt City be deemed the holder, issuer or seller of the Voucher. The law applicable to the Voucher shall be the law of the state where the Vendor interaction with the Customer occurs. As the holder and issuer of the Voucher, Vendor is solely responsible for the value and redemption of the Voucher and for any and all bodily injury, illness, damages, claims, liabilities and costs suffered by or relating to any Customer and the compliance with all laws, including, without limitation, unclaimed property and escheatment laws relating to the Vouchers. Each Customer hereby knowingly waives and releases Gilt City and its affiliates and their respective officers, directors, employees, shareholders, agents and representatives, from any and all injuries, liabilities, damages, claims and rights of any nature whatsoever arising from any act or omission of the Vendor in connection with the Voucher, the provision of the services and products relating to the Voucher, and compliance by the Vendor with applicable law, including, without limitation, unclaimed property and escheatment laws. Gilt City's sole role is as a service provider for the Vendor, and the applicability and compliance with any relevant law relating to any Voucher is solely determined by and complied with by the Vendor.

The Vouchers are coupons that provide a discount price from the actual or retail cost from the Vendor. That discount is available until the expiration date stated on the face of the Voucher. After that time, the amount originally paid by the Customer to Gilt City (the "Purchase Value") will be valid for goods and services of the Vendor for a minimum of five years in all states. If the Customer is located in a state which requires the Vendor to honor the Purchase Value of the Voucher beyond five years, the applicable law of Customer's state governs. For example, a Voucher purchased for a particular service of the Vendor at the discounted price of $50 (actual retail price of $100) with an expiration date on the discount of six months from a specified date, may be used for the particular service for six months from such specified date; thereafter, the Customer may use the $50 value of the Voucher to purchase other goods and services of the Vendor for a minimum of five years, longer if required by applicable law. Notwithstanding the foregoing, for Vouchers that are redeemable for specific ticketed events, once the event date passes the Voucher expires. Customer’s acceptance of any redemption of a Voucher constitutes an acceptance of the redemption and a waiver of any claims associated with the Voucher. The Voucher may not be redeemed for products or services other than those specified on the Voucher or as otherwise specifically permitted by this paragraph and may not be used to pay account balances or for products or services purchased from the Vendor prior to the purchase of the Voucher. The Voucher will be emailed to Customer within 24 hours of purchase. Where applicable, Customer should present the Voucher to the Vendor at the time of redemption.

Vouchers are transferable without notice to Gilt City or Vendor. No resale of Vouchers is permitted unless such resale is permitted pursuant to applicable law. Vouchers are not redeemable for cash (in whole or in part) and have no cash value except as required by applicable law. If cash redemption is required by applicable law, the Customer will only be entitled to cash redemption based on the amount paid by the Customer to Gilt City for the Voucher, not the actual or retail cost from the Vendor. Vouchers may not be combined with any other offer, coupon, promotion or discount or certificate and must be used in a single visit to Vendor except as required by applicable law. Limit one Voucher per person per visit or purchase. Neither Gilt City nor Vendor is responsible for lost or stolen Vouchers. If you lose your Voucher, go to the "My Account" section of the Gilt City site and print your certificate. The Vendor will accept the first Voucher presented with the unique number printed on the Voucher. Treat your Voucher as you would cash. Vouchers are subject to any limitations stated on the Voucher or by the Vendor. The issuance of any credits for the Vouchers are at the sole discretion of the Vendor except as required by applicable law. All restaurant Vouchers are valid for dine in only unless otherwise stated on the Voucher. Vouchers may not be used for alcohol, prior balances, shipping or handling, tips or gratuities or other fees except as expressly provided on the Voucher or as allowed by the Vendor and as permitted by applicable law. Unless otherwise stated on the Voucher or disclosed in connection with the purchase of the Voucher by Customer, the Voucher price does not include sales, value added or use taxes, which may be charged to you separately by the Vendor at the time you redeem the Voucher. Any attempted redemption of a Voucher in violation of these terms and conditions will render the Voucher void.

All purchases of Vouchers and other interactions with Gilt City are subject to our Privacy Policy.

You're being redirected to PayPal.

Redirecting ...