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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.

Signature Cruise Details
Four smiling people, three women and one man, standing on a boat during sunset, with a body of water and the setting sun in the background.

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.

Chesapeake Experience Details
A boat docked at a marina with an American flag flying above. The boat has a wooden side with the name 'Lou's Ann' and 'Woolford MD' written on it. The sky is partly cloudy with some clouds and the water is calm. There are wooden posts and other boats in the background.
A picnic table with a checkered tablecloth holding a bouquet of colorful flowers, a wooden platter with cooked crab legs, sliced lemon, a small bowl of dipping sauce, a container of seafood dip, and round crackers, with a wicker picnic basket in the background.

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.

Waterman's Way Crabbing Experience Details
A woman in sunglasses, a white cap with a red crab, and a white shirt is holding a crab on a boat, smiling at the camera. The boat is on a body of water with a blue sky and clouds above.

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.

Captain's Charter Experience Details
A harbor scene with a lighthouse on stilts decorated with patriotic bunting, a small boat sailing past, and a pier with two people on it. The sky is blue with clouds.
Sun setting over a large body of water with a partly cloudy sky.

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

Sea Duck Hunt Details
A boat with a wooden side panel that has the words 'Lacy's Law' and 'Wolford MD' written on it, floating on calm water. Four men are standing at the bow of the boat, dressed casually and wearing hats and sunglasses. The boat has a white upper structure with a radar dome labeled 'GAF MIN'. In the background, there are trees, a shoreline, and a cloudy sky.

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.

Boat Your Boating Experience
A graphic logo featuring a boat named Lois Ann on the water during a sunset with orange and pink sky, birds flying, and mountain silhouettes. The text reads 'Tides & Traditions: An Eastern Shore Experience.'

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