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50 ft St. Francis sailing catamaran PARADIGM SHIFT in the United States Virgin Islands

Sailing out of Sag Harbor on the S/Y Paradigm Shift

The antidote for a long hot summer is sailing on the 50′ catamaran PARADIGM SHIFT for a 3-night/4-day getaway this season out of Sag Harbor, NY. Yacht charters can be for a short term, for a week, or longer. Captain Steve and Captain/Chef Bonnie are offering mid-week sailing experiences for you and your family and friends.


The Paradigm Shift Sailing Experience

Both licensed Captains, Steve and Bonnie look forward to hosting you on their spacious 50′ long and 26′ wide St. Francis sailing catamaran, ideal for your safe bubble getaway!  Sit back or take the helm under Steve’s guidance of course, exploring the greater Shelter Island Waterway with its beautiful coves & uncrowded beaches… perfect for swimming, paddleboarding, kayaking or just gazing at the tranquility all around you over the rim of your glass of chilled rosé.  Stargazing is especially fun on the large forward trampoline for children and adults alike.  A great app is SkyViewLite!

There are hiking trails in the Mashomack Preserve. Feel like exploring Shelter Island? Your crew will arrange an electric vehicle or bike based on your request.

This getaway is for a 3 night/4 day mid-week (Monday – Thursday) overnight cruise, up to 6 guests in Queen size cabins with ensuite showers and heads with full A/C.

Inclusive of all breakfasts, most lunches, and beverages with dinners ashore.  *One (2 person) Kayak, 3 Standup Paddleboards, Kneeboard, Beach Tennis set and games, Squirt guns, noodles and floats, underwater lights, fishing gear for trolling, saloon stereo, iPod/device hookups, deck shower, hammock, and a 14′ Tender/dinghy.   Additional:  Customary crew gratuity,

Green Initiatives: Solar panels and new lithium-ion batteries, water maker, recycle all waste where possible, eco-friendly cleaning products when possible, local and organic produce when available.

Should you care to charter on the weekends, please inquire!

DAY 1/Monday

Embark in Sag Harbor at around 10:00 am.

The crew will meet you in their tender at the Breakwater Yacht Club where there is “free” municipal parking.  Your getaway begins on their summer mooring in Sag Harbor welcoming your adventure with flutes of chilled champagne.

Setting sail to Coecles Harbor for lunch on the boat and a swim is so easy to jump in from the accessible aft deck. Enjoy a sail around the island and/or take a mooring overnight at the Shelter Island Yacht Club for dinner.

DAY 2/Tuesday

Head out after breakfast on board and sail to Three Mile Harbor in East Hampton, for great swimming, water sports, beautiful sandy beaches, with lunch aboard. Work up an appetite for a fabulous seafood dinner at Bostwicks on the Harbor or at any number of local waterfront restaurants.

DAY 3/Wednesday

Breakfast on board, then off to Montauk. Lunch will be served while underway.

Enjoy an overnight on a mooring at Gurneys Marina.

Explore the many beaches, hiking trails, and art galleries that Montauk has to offer, then dine out at any number of world-class restaurants. Check out this Montauk Travel Guide.

DAY 4/Thursday

Breakfast is served while sailing through Gardiners Bay back to Sag Harbor, where you can take a dip on the private and mysterious Gardiner’s Island waters (3,300 acres and 27 miles of coastline).  You may dream about finding a treasure, thought to be hidden by Captain Kidd in 1699. Disembark at the Breakwater Yacht Club.

Included:  2 stand-up paddleboards, a 2-person kayak, noodles, and a tow-behind tube for water sports. The fully-stocked bar and Chef Bonnie’s award-winning scrumptious lunches and appetizers are available to you throughout the cruise.

From Capt. Steven & Capt. Bonnie Carroll

“We look forward to hosting you and your family on PARADIGM SHIFT, as does our first mate, Sailor, a 10-pound Bichon/Poodle who is hypoallergenic and loves everyone.”

The COVID-19 Situation

As far as the Covid-19 situation goes, the crew is fully-vaccinated. Social distancing, hand washing, etc., are still practiced easily on PARADIGM SHIFT. The crew wears masks throughout the trip and social distancing is easily maintained as PARADIGM SHIFT is 50 feet long by 26 feet wide, offering 1100 square feet of deck space, half of which is shaded.

Hand sanitizers, sunscreen, reverse osmosis water are provided.  Just bring bathing suits, beach towels, sunglasses, a hat, and a sweatshirt for sunset cruises…a shower can pop up in a moment, leaving behind a fabulous rainbow, so photographers will enjoy the changing sea and sky colors.


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