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.

  • 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.

  • 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

    Choose Your Dining Experience

    Eastern Shore Light Bites
    - Local artisan grazing boards
    - Seasonal Eastern Shore favorites

    Authentic Eastern Shore Crab Feast
    - Steamed Maryland Blue Crabs
    - Traditional local accompaniments

    Chesapeake Supper
    - A locally prepared meal featuring regional favorites

    Available for daytime, sunset or evening cruises.

    Perfect for date nights, anniversaries, small group celebrations, vacation guests, and intimate corporate entertaining.

  • 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

    Crab Plant Tour & Picnic Cruise‍ ‍+$425
    - Local crab processing facility tour
    - Authentic Eastern Shore crab feast picnic
    - Everything needed to pick and enjoy your fresh crabs

  • 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.

  • 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.

Boat Your Boating Experience

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.