Boston Harbor Sailing Cruise for Two or Four from Hestia Cruises & RIB Adventure Tours (62% Off)

Sargents Wharf

95% of 59 Groupon Customers Recommend

Give as a Gift
Over 20 bought
Limited quantity available

Commuting via sailboat has a number of advantages: there are no traffic jams, it's OK for the hitchhikers to have hooks for hands, and if you hit a deer it's definitely the deer's fault. Steer clear with this Groupon.

Choose Between Two Options

  • $99 for a 90-minute sailing cruise for two (a $260 value)
  • $198 for a 90-minute sailing cruise for four (a $520 value)

Aboard the 32-foot sailboat Hestia and accompanied by a crew that includes official boat dog Ensign the cocker spaniel, guests enjoy 90 minutes traveling around Boston Harbor. Over that time, they can test their hand at helping the boat sail or sit back, relax, and consume snacks and drinks they brought aboard. The Hestia sets sail daily in the afternoon, at evening, or during moonlight hours. Alcohol is allowed for guests 21 and over.

RIB Adventure Tours

RIB Adventure Tours conduct informative history tours and scavenger hunts around Baltimore Harbor, even when the horizon becomes a blur; all tours take place aboard 26-foot-long rigid, inflatable speedboats. Built to Navy SEAL specifications by a local Massachusetts boat manufacturer, the boats keep riders secure aboard jockey seats. On guided history tours, passengers snag high-speed glimpses of harbor landmarks including lighthouses and forts, whose history guides can expound upon. During scavenger hunts, guides prompt passengers to look for environmental clues and give individual scores. Captains and tour guides brief passengers on safety before all excursions and supply them with high-grade waterproof cameras to take pictures of passing scenery.

More relaxed cruises from partner Hestia Cruises, onboard the 32-foot sailing yacht Hestia, might drift past the USS Constitution or out into the outer harbor. The ship is manned by a captain, a full crew, and friendly cocker spaniel named Ensign. Guests can help with the sailing duties, but padded seats and a BYOB policy for those of age may encourage them to sit back and relax.


Tips from Groupon Customers

  • “TOTALLY AWESOME TIME....WE LOVED IT AND WOULD GO AGAIN IN A SECOnD!”

  • “It was an AWESOME experience :-)”

  • “the tour was great and the guide was really nice and fun!”


  1. A

    Sargents Wharf

    269 Commercial Street

    Boston, Massachusetts 02110

    617-510-6767

    Get Directions

In a Nutshell

Aboard the sailing yacht Hestia, groups set sail for 90 minutes for an afternoon, sunset or moonlight cruise around Boston Harbor

The Fine Print

Expires Sep 20th, 2013. Limit 1 per person, may buy 2 additional as gifts. 48hr advance online reservation required; subject to availability. Subject to weather and safety concerns. 48hr cancellation notice required. Must be 18 or older; must be 7 or older to board. Tax and gratuity not included. Must sign waiver. Must be in good overall health with no pre-existing medical conditions; not pregnant, frail, or elderly. Schedule subject to change. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Outdoor activities, from cycling to sailing