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Indulge in Unmatched All-Inclusive Crewed Yacht Charter Vacations for an Unforgettable Experience
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Experience Unmatched Luxury with Our
All-Inclusive Crewed Yacht Charters
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Set sail on an exclusive yacht getaway and explore the Virgin Islands in an entirely new way
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Unveiling a Tapestry of Idyllic Destinations and Scenic Marvels Waiting to be Discovered
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Crewed yacht charter vacations, ensuring an unforgettable and exceptional experience
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Island Life Connections

Embark on the planning journey now! Discover our idyllic getaways in the Virgin Islands or explore the local treasures of the Chesapeake Bay, take a sneak peek at our extraordinary yachts in both the Caribbean and Annapolis, delve into details about our skilled and attentive crews and experience a glimpse of our delectable personalized menu service aboard Neptune’s Escape or map out several anchorages/ marinas to visit on Sweet & Salty in St. Michaels, Baltimore, Solomon’s Island, or Rock Hall.

Who We Are?

We at Island Life Connections believe in sharing our knowledge and experiences in sailing, vacationing, and exploring new destinations with our guests and well as ensure you receive top-notch service as we would expect as a charter guest. Our core values of honesty, integrity, and transparency impact the decisions we make and the service we provide to our guests.

Story of Us

Matt and Suzanne

Island Life Connections is owned by Matt and Suzanne Orendorff of Annapolis, MD. Matt’s love for boats started when traveling from his hometown of Pittsburgh, PA to Annapolis, MD with his dad to attend the Annapolis Sailboat Show. Matt continued to pursue his passion for sailboats and entered the Coast Guard Academy in 1992 and graduated in the class of 1996.  Matt is now retired from active duty and manages an LED lighting contracting business. Suzanne grew up in Wheeling, WV, graduated from West Viriginia University with an accounting degree and joined KPMG LLP. Suzanne retired after 33 years as a Tax Managing Director and now spends her time managing Island Life Connections. Matt and Suzanne have three children (ages 20, 15, and 13), love to travel and along the way have acquired interests in several timeshares that they sell on VRBO. Suzanne now works solely on Island Life Connections during her “retirement”, managing a busy home life and planning her own families’ vacations!

 

During Covid, Matt and Suzanne acquired Sweet & Salty, a Helia 44 Evolution catamaran, already in charter in the US Virgin Islands. In July 2024, they brought her up to Annapolis and refurbished her with new cushions, trampoline, linens, kitchenware, and décor. She is available for crewed or bareboat charters in Annapolis and Abacos, Bahamas. 

 

In March 2024, Matt and Suzanne also purchased a Neel 52 Trimaran (Hull #3) and named her Neptune’s Escape. She is currently in the Virgin Islands as an all-inclusive crewed yacht charter with And Beyond Yacht Charters.

Frequently Asked Questions

Contact Suzanne Orendorff at suzanne@islandlifeconnections.com

Connect with our Yacht Consultant

Turning your vacation plans into an enjoyable and effortless experience is our expertise – let us handle the details for you.