All-Inclusive Crewed Yacht Charters
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
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.
Virgin Island
The Virgin Islands, a tropical paradise nestled in the Caribbean, offer a breathtaking blend of natural beauty and cultural richness.
Margaritaville
Margaritaville in St. Thomas offers a lively and vibrant atmosphere that perfectly complements the island’s tropical charm.
Blackbeard Castle
Blackbeard’s Castle in St. Thomas stands as a historic gem, offering visitors a unique glimpse into the Caribbean’s pirate-infused past.
Ski Location
Nestled in the heart of mountains, Ski Resort is a winter enthusiast’s paradise. Boasting an extensive network of well-groomed slopes, breathtaking mountain vistas.
Neptune’s Escape
The crew provided an exceptional and memorable experience during our recent voyage. Their professionalism, expertise, and friendly demeanor were evident from the moment we stepped on board.
Puerto Rico
Puerto Rico, a vibrant jewel in the Caribbean, captivates visitors with its rich tapestry of culture, history, and natural beauty. This island paradise seamlessly blends the old and the new, offering a diverse array of experiences for every traveler.
Neel 52
The Neel 52 is a true masterpiece of naval architecture, offering an unparalleled sailing experience that seamlessly combines performance, comfort, and innovation.