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Pearl CuttyhunkNantucket

 

 

Sailing Distant Shores

Westerly, Rhode Island
Destination: Block Island, Fishers Island, Mystic or...

Day sails and weekend charters to or any other great easter Long Island Sound destination. Enjoy breakfasts and lunches aboard weekend chaters and light snacks and beverages for day sails.

$500 Day Sails for up to 6 guests
$200 Weekend Charters for up to four guests
View the schedule for dates and Contact Capt. Chris for more details.

Boston
Destination: Marblehead, Plymouth or...

For this fantastic private charter for up to four guests, step aboard our 42' sailboat "Pearl" on Friday evening and stay aboard through Sunday as we venture out from Historic Boston Harbor to sail Boston's famed Harbor Islands and North Shore. We spend Friday night aboard in Boston Harbor getting acquainted at the mooring conveniently located in Boston's North End. Saturday morning we set our sail for our destination and sweep through the beautiful Boston Harbor Islands underway to our Saturday evening destination of Marblehead, Manchester by the Sea or even Gloucester. You can enjoy a relaxing sail and take in the scenery, or become involved in every aspect of sailing the boat. Sunday, after an evening in town, a night on the boat and a leisurely Sunday morning breakfast aboard, we set sail back toward Boston stopping along the way to spend the afternoon at the Boston Harbor Islands. The Islands are great for guests who can enjoy a variety of activities including swimming, hiking "on island," kayaking, or just lounging aboard and swinging in a hammock. After this afternoon of relaxation and fun, we take our short sail back to Boston harbor where we disembark around 6pm.

Enjoy breakfasts and lunches aboard as we are underway and eat out at night. Dinner on Saturday night will be in town. Pearl accommodates four in a variety of double and single berths. All charters are set up with breakfasts, lunches, beverages and snacks. Special accommodations can be made to make your adventure charter a blast.

View the schedule for dates and Contact Capt. Toby for more details.

Provincetown
Day Sails

Looking for a fabulous afternoon activity in Provincetown for you and your friends? Want something that is outdoorsy and chill? Our 42' sailboat "Pearl" is available in Provincetown from July 2 -21 for private day charters for up to 6 guests. During the weekends, we offer three separate 2 1/2 hour chartering opportunties: a late-morning breakfast charter, an afternoon charter and a sunset sail. Email for more information or to hear about weekday chartering opportunities. All charters include light snacks and beverages. Man the helm or just sit back for the ride . . . Sailing is a great way to spend a day in Provincetown!

July 2 - 21
$300-500 for up to 6 guests
Contact us for more details.

Maine
3-7 Day Charters

August 10 - September 3

Maine - 2012

Have the adventure of a lifetime sailing the Downeast! We have a variety of chartering opportunities in Maine this August. Our 42' sailboat Pearl is available for private charter beginning August 10 through Labor Day. Charter for three days or up to a week! We are planning on focusing our activities on the Boothbay Region, Penobscot Bay and Monhegan Island. Enjoy a lobster in Rockport or man the helm through Eggemoggin Reach. Go ashore for a gallery tour at the artist colony on Monhegan Island. Whatever special private charter we plan with you, You're bound to have the time of your life sailing the stunningly beautiful and incredibly intricate Maine coastline.

Maine - 2012

Pearl accommodates four in a variety of double and single berths. Provisioning will be customized to the desires of our guests and priced accordingly. Transportation from nearby transportation hubs in Maine can be easily worked out. Special accommodations can be made to make your adventure charter a blast.

$2400 - $6000 for up to four guests per charter
Contact Capt. Toby for more details.

Caribbean Island Adventure
2013

BVI - 2012
Journey OUT into the majestic beauty of the Caribbean with Out on the Water Sailing in 2013.

Sign up now for Out on the Water Sailing's Caribbean LGBT friendly adventure charter. Warm sandy beaches, beautiful breezes and tropical sunsets await you. Hosted by Captain Chris Bartick and Captain Toby Stull, we will be setting sail for a fun week aboard a luxury charter yacht.

NO EXPERIENCE IS NEEDED for this lovely and leisurely trip to of the most beautiful sailing destinations in the world. Our trip will be filled with leisurely sail in some of the steadiest trade-winds known.

Jenneau

Please email info@out-sailing.com with questions and to reserve your spot!