About

Coverage Areas:

  • Albany, NY

  • Berkshire, MA

  • Boston, MA

  • Brooklyn, NY

  • Columbia, NY

  • Dutchess, NY

  • Fairfield, CT

  • Franklin, MA

  • Greenwich, CT

  • Hampden, MA

  • Hampshire, MA

  • Hartford, CT

  • Hudson Valley, NY

  • Kings County, NY

  • Litchfield, CT

  • Nassau County, NY

  • New Haven, CT

  • New York, NY

  • Putnam, NY

  • Stamford, CT

  • Suffolk, NY

  • The Hamptons, NY

  • Ulster, NY

  • Westchester, NY

Insurance solutions for family and business, helping to preserve hard-won assets.

City & Shire is a full-service insurance agency dedicated to being a one stop resource for our clients, where they will benefit from the decades of experience and always forward thinking focus of our approach.

With offices in Manhattan and Millerton New York, and clients throughout The Hamptons, Connecticut, and Massachusetts, we have learned to identify and understand the specific exposures of each area.

We write all manner of risks and have the marketing clout to negotiate with multiple carriers for comprehensive coverage at the most competitive rates. We will not be undersold but do insist on one simple tenant – our clients must not be exposed in any way, whether through a coverage gap or an underestimation or misinterpretation of a particular limit, term or condition.

From the initial conversation to the final placing of coverage, our goal is simply to negotiate the optimal balance of protection and premium.

Thanks to John’s experience with John Wiltshire Agency over the last 20 years, we have established relationships with all of the Insurance Markets listed below, specializing in covering all your family and business exposures.

Meet the Principals of City & Shire Insurance:

John Wiltshire

John has been an insurance professional since 2001. He opened his eponymous full-service John Wiltshire Agency, after working as a producer and client relations executive for the largest family-owned insurance brokerage in America.  In 2019, the John Wiltshire Agency joined forces with City & Shire Agency Inc. and is now fully incorporated in C&S. Apart from his obvious experience in the insurance business, John brings with him an empathetic and insightful point of view.

Alicia Wiltshire

Alicia has worked alongside John from the beginning as a customer service representative. She later became a licensed agent in Massachusetts, New York and Connecticut, opening City & Shire Insurance Agency in May of 2019. As President of the company, Alicia handles the day-to-day operations, standard lines, marketing and customer service.

City&Shire Insurance Agency Inc. (incorporating John Wiltshire Agency) • 212.262.1900

An Independent GlobalGreen Insurance Agency ®️ franchise