Experiences on the Chesapeake
Whether you're looking for a relaxing afternoon on the water, an unforgettable meal, a hands-on Eastern Shore adventure, or a full day exploring the Chesapeake, every Tides & Traditions experience is private, personalized, and centered around the historic Lois Ann. All cruises are designed for small groups, allowing you to slow down, enjoy the scenery, and experience the Chesapeake the way locals do.
Signature Cruise
A Relaxed Private Cruise
Perfect for sightseeing, celebrating a special occasion, or simply spending quality time on the Chesapeake.
Duration
- 3 Hours
What's Included
- Private cruise aboard the Lois Ann
- Complimentary bottled water, sodas, and seltzers
- Flexible itinerary customized to your group
- Scenic cruising throughout the Chesapeake Bay
Perfect for couples, families, small groups, Airbnb and hotel guests, or anyone celebrating a birthday, anniversary, or special occasion.
Hosted Chesapeake Experience
A Curated Dining Experience on the Water
A fully hosted experience combining incredible local food, thoughtful hospitality, and unforgettable Chesapeake views.
Duration
- 4 Hours
What's Included
- Private cruise aboard the Lois Ann
- Dedicated onboard host
- Complimentary bottled water, sodas, seltzers, wine, and beer
- Personalized cruise itinerary
- Branded keepsake
Dining Options
- Eastern Shore Light Bites
- Authentic Eastern Shore Crab Feast
- Chesapeake Supper
Available for daytime, sunset, and evening cruises.
Available for daytime, sunset or evening cruises.
Perfect for date nights, anniversaries, small group celebrations, vacation guests, and intimate corporate entertaining.
Waterman’s Way Crabbing Experience
Become a Chesapeake Waterman for the Day
Experience the traditions of the Chesapeake firsthand with an authentic crabbing adventure led by your captain.
Duration
- 4+ Hours
What's Included
- Hands-on crabbing experience
- Guaranteed bushel of Maryland Blue Crabs
- Captain-led education about local watermen traditions
- Complimentary bottled water, sodas, and seltzers
- Boxed lunch
- Eastern Shore boat snacks
- Branded keepsake
Optional Add-On
Upgrade your experience with a visit to a local crab processing facility followed by an authentic crab feast picnic where you'll learn how to pick and enjoy your fresh catch like a local.
Captain’s Charter
Your Day. Your Adventure.
Spend an entire day exploring the Chesapeake with a completely customized itinerary designed around your interests.
Duration
- 8 Hours
What's Included
- Fully customizable itinerary
- Lighthouse tours, waterfront towns, secluded anchorages, or build-your-own adventure
- Catered breakfast
- Catered lunch
- Eastern Shore light bites
- Fine wines, craft beer, sodas, and refreshments
- Branded keepsake
Perfect for family outings, special celebrations, photography excursions, corporate retreats, and unforgettable full-day Chesapeake adventures.
Sea Duck Hunt
Chesapeake Waterfowl Experience
Join us during waterfowl season for a guided sea duck hunt aboard the Lois Ann.
Available seasonally, November through January
Duration
- Half Day
What's Included
- Guided sea duck hunt
- Decoys and equipment provided
- Hot breakfast served onboard
Requirements
- Valid waterfowl license required
Book Your Charter Experience
Every Tides & Traditions charter is private, personalized, and designed to showcase the best of the Chesapeake Bay and Eastern Shore. Whether you're planning a relaxing cruise, celebrating a special occasion, or looking for an authentic local adventure, we'll help create an unforgettable day on the water. Contact us today to reserve your preferred date.
Be the First to Plan Chesapeake Bay Experience
Your time on the water starts here. Share a few details about your ideal charter, and our crew will help bring your experience to life.