Outer Cape Sailing









   Sailing Vessels



   Cape Cod Sailing Links

Cape Cod Sailing Links
Provided as a Public Service
(Rentals, Bareboats, and Sailing Schools at bottom)
If you want to take your dog, call Dog Gone Charters or Hindu in P-Town!

There are a wide variety of charter yachts on Cape Cod.  We encourage you to try different vessels to see what kind of sailing experience you like the best.    You may be staying in a different part of the cape and find one of these locations more convenient, especially considering summer Cape traffic!

Inspected vessels include large schooners or even tall ships in Provincetown or Falmouth with up to 49 passengers, or a 34' catboat in Hyannis with up to 22 You will generally motor out of the harbor, put up the sails, sail around for about an hour to hour and half, take the sails down, then motor back in.
Sailing on a big schooner or catboat is a pleasant, nostalgic adventure, reminiscent of the sailing days of yore, and is often the least expensive family option.

6 passenger charters are more private with only your family or a few other people onboard, on smaller vessels up to about 50'. 
They are often for a half or full day or you can book for overnights, and usually more expensive.  They sometimes include food
or drinks.

As you will see below, we have the lowest rates per hour for 6 pack charters and lessons,
and offer the most unique experience.  We can land on the beach and take you ashore, and leave the dock and sail in the shallows of Wellfleet on any tide.  We can cruise among the seals at high tide, and we fly the spinnaker downwind.  No one else offers all these features.

Book online

6 passenger Charters and Lessons
Larger Schooners and Yacht Charters- up to 141' carrying up to 49 passengers
Hourly, Daily or Weekly Rentals

Sailing Schools

This is the class of smaller uninspected passenger vessels requiring the captain to have a Coast Guard OUPV license (Operator of Uninspected Passenger Vessels), otherwise known as a "6 pack" license.

Cape Cod Sailing School-Cataumet (on Buzzards Bay-part of Bourne).  Kingman Marina at Red Rock Harbor, home of famous Chart Room bar and restaurant.
Various 30-40' sloops
6 passengers
2hr minimum: $100/hr,
Lessons: 21 hr US Sailing keelboat class-$650 GREAT DEAL! (These are friends of mine and I
sometimes teach the keelboat class).  Keelboat is the first course in the sequence leading to Bareboat Cruising, so you can charter a boat yourself in the Caribbean or elsewhere.

Cape Sail (Harwich)-Saquatucket Harbor, Route 28 in Harwichport.
35' Southern Cross Cutter
6 passenger
3hrs: $110/person
Lessons: $95/hr: additional persons at $55/hr

Cape Cod Maritime Museum, Historic Catboat Sarah-Hyannis
1886 Crosby catboat replica
Adults $36, Children (3-17) $18

Captain Curley Sailing
19' O'Day Mariner
Eric Hansen (aka Captain Curley) is a former employee and manager for Outer Cape Sailing.  In 2016
he duplicated Outer Cape Sailing and went into business in the same harbor.

Dog Gone Charters-Provincetown Harbor
30' Island Packet. Bring your dog.
6 passengers
Half day: $330
1.5-2hr = $40/person

Moment Sailing Adventures-Provincetown
Tartan 34' or Stevens 47' sloop
6 passengers
2hr: $349-$499 to 8hrs: $949-1099

Postcard Harbor Tours-
Wellfleet Harbor
18' Marshall Sanderling Catboat
6 passengers
3hrs:  $50-$75/person
Our partner in Wellfleet if you want to take up to 12 people on 2 boats!

Schooner Tyrone-Chatham, Stage Harbor
1939 75' Crocker Schooner
6 passengers
2hrs: $400 minimum, $200/hr, plus $50 pier fees

Selkie Charters-Hyannis Harbor
42' Irwin Center Cockpit
6 passengers
1/2 day: $450, full day $900

Storm Petrel Charters-North Falmouth, Fiddler Cove
48' Cutter
6 passengers
1/2 day: $600, full day $900

This is the class for larger Coast Guard Inspected Vessels and the Captain is required to have a
USCG Master license at the rated tonnage for the vessel such as 50 or 100 tons.  Tonnage is a
cargo volume measurement, not a weight measure which is called displacement.
  Coast Guard
ted doesn't just mean the boat is inspected annually for safety.  It is designed and built to
strict Coast Guard safety requirements due to the large number of passengers they carry,
including waterproof bulkheads, built-in fire extinguishers, fireproof construction materials, etc.

Catboat Rides, Inc. -
Hyannis Harbor
34' Cape Cod Catboat
22 passengers
2 hrs: $35/person, $30/seniors

Down Cape Sailing Charters-Chatham, Pleasant Bay
33' daysailer: 1966 Glander Tavana
12 passengers
1 1/2 hrs: $75/adult, $30/child

Kalmar Nyckel-Tall Ship
-Provincetown (July 18-29)
1625 Dutch 200 tonne Pinnace-141' including bowsprit
49 passengers
3 hrs: $60 adults, $40 Ages 17 & under

La Liberte
-Falmouth, Vineyard Sound
74' Schooner
49 passengers
2-3 hrs: $25-$40 adults, $15-$20 children

Schooner Bay Lady II-Provincetown Harbor
70' schooner sails in Cape Cod Bay.
41 passengers
2 hrs: $28-$33

Schooner Hindu-
Provincetown Harbor (July-Sept)
1925 William H. Hand Schooner, 79' including bowsprit
35 passengers
1.5-2hrs: $20-$50


Bay Sails Marine
(Wellfleet-Rt 6)
Sunfish or Rhodes 19 rentals

Chatham Sailboat Rentals
(Chatham-Ridgevale Beach)
Hobie Cat, sunfish, SUP rentals

Down Cape Boat Rentals
(Chatham-Pleasant Bay-Wequassett Resort and Golf Club) Hobie Cat
and Daysailor rentals

Flyer's Boatyard
Sailboat rentals and ferry to Long Point

Iggy Biggy Rentals (West Yarmouth-Englewood beach)
Sunfish rentals
Jack's Boat Rentals (Wellfleet and Brewster)
Small sailboat and kayak rentals, delivered or in Nickerson State Park Ponds in Brewster

Wellfleet Marine (Wellfleet Harbor)
Sailboat and powerboat rentals in Wellfleet Harbor

Swift Yacht Charters and Villas, LLC
30-54' Bareboat sloops in Cape Cod and Rhode Island area.

Compass Point Yacht Charters


US Sailing list of Schools. Click on state or put in zip code.
ASA list of Schools
RYA Yachtmaster Training

Q. What is the difference between US Sailing and ASA (American Sailing Association) you ask?

A.  US Sailing is a non-profit organization designated by Congress as the official rule making body for
sailing in the US and runs the Olympic team.  They are mainly focussed on racing and
Olympic development starting with small boat certification (<20'). 
They also have a cruising program, and training from keel boats up to cruising yachts.  US Sailing
was created by some sailing schools that were not satisfied with the training being offered by ASA at
the time.  US Sailing training is more rigorous.

ASA is a for profit organization dedicated to marketing sailing for its member organizations, and
mainly focussed on Cruising training starting with keelboat Certification.  They don't have any focus
on small boats or racing.  ASA was created as a professional training body based on the Canadian
Sailing Association.  The quality standards of ASA are much improved since competition from US
Sailing.  There are many more ASA Schools than US Sailing Schools.

RYA Yachtmaster is internationally recognized as among the best training for amateur and
professional skippers.

Tracey Sailing School-ASA Certified Instruction for keelboats, catamarans, powerboats, celestial
and coastal navigation

  Outer Cape Sailing, PO Box 1936, Wellfleet, MA 02667
508-237-4012    June 15-Labor Day