Tilghman Island Vacation Itineraries


Explore all that Tilghman Island has to offer with Wylder Hotel’s vacation itineraries. Whether you’re a couple looking for a romantic getaway, a family seeking a tranquil escape, a friend group wanting to reconnect, or a business traveller interested in making the most of your time, our itineraries highlight all the must-do activities on the Chesapeake Bay.

Romantic Escape: Couples Things to Do

Take on the best of Tilghman Island and the Chesapeake Bay with our curated romantic guide. Whether you’re looking for an enticing kayaking adventure, or tranquil dining on the bay, you’ll find it all in this couples guide.

Family Fun: Kid-Friendly Guide

Getaway and explore the coastal haven of Tilghman Island with this family guide. Learn about educational coastal tours, family-friendly dining, and fun activities for the entire crew.