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Popular Sunset & Dinner Cruises Charters in Upper Chesapeake Bay  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sunset & Dinner Cruises in Upper Chesapeake Bay- BoatBooker

Upper Chesapeake Bay

Upper Chesapeake Bay, United States

upper-chesapeake-bay

You and your guests can enjoy a relaxing cruise on the South River and Chesapeake Bay. You will get an up close look at the historic Thomas Point Lighthouse and views of the Bay Bridge and Annapolis.

United States

Hot Pursuit Charter Fishing LLC

Edgewater

Embark on an unforgettable maritime adventure with Hot Pursuit Charter Fishing LLC! Based in beautiful Edgewater, our 1993 Markley Custom vessel is your ticket to an exhilarating day on the water. Whether you&#039;re seeking the thrill of fishing, a leisu

(Rockfish, Catfish, Perch,Spot)
We provide all gear and license as well as cleaning and filleting of all fish.

Rowe Boat Sportfishing & Excursions

Rock Hall

Step aboard Rowe Boat Sportfishing &amp; Excursions, a beautifully restored 1990 Markley Pilot House Downeast, offering the perfect blend of classic charm and modern comfort. Fresh from a 2023 restoration, this vessel is docked in the picturesque town of 

Explore Baltimore’s Inner Harbor, visit Fort McHenry, and see Historic Fort Carroll. Discover the waters where the Star-Spangled Banner was inspired, all in a scenic three-hour journey.

Vista Lady Fish

Baltimore

Set sail on Vista Lady Fish, a 40&#039; Robbins Bay boat built for both comfort and performance. Departing from Baltimore, this 1998 vessel is perfect for up to six guests, if you&#039;re seeking a relaxing cruise. Powered by a 450 HP Cummins diesel inboa

Embark on a serene mid-week escape aboard the Keeper. Tailor your journey to your desires, whether it’s a captivating lighthouse tour, discovering the charming islands of the upper Chesapeake Bay, exploring the tranquil waters of Middle River and its scenic creeks, or simply basking in the beauty of the great outdoors. Your adventure, your way!

Chasin Dreams Boat Tours

Set sail on the Chasin Dreams Sportfishing, a stunning 1978 Ricky Scarborough Custom Carolina Sportfishing boat based out of Baltimore. Perfect for up to 6 guests, this boat promises an unforgettable adventure on the water. Powered by a 315 HP diesel inbo

Catch the perfect end to your day with a sunset cruise aboard Bay Hunter. As the sky lights up with warm colors over the Chesapeake, sit back, relax, and enjoy the calm water, fresh air, and great company. It’s the perfect way to unwind, snap a few photos, and take in a view you won’t forget.

Bay Hunter Charters

Shady Side

Experience an unforgettable adventure aboard Bay Hunter Charters, a spacious and well-equipped 45ft Downeast vessel based in Shady Side. Built for comfort and fun, this 1987 Glass Marine boat accommodates up to 38 guests, making it perfect for group outin

Bring your favorite food/snacks and drinks for a sunset cruise on the Chesapeake Bay or your choice where to watch the sun go down. We are close to the Baltimore Inner Harbor, Fort McHenry and the Chesapeake Bay Bridge. Come take a cruise, relax and watch the sunset on our very well maintained Gene Travrrs built deadrise that has plenty of room and seating.

Ditch Hag Sportfishing Charters

Set sail aboard the Ditch Hag, a beautifully restored 1980 Gene Travers 41ft Chesapeake Deadrise Downeast, based out of Baltimore. This classic sportfishing vessel offers comfort and adventure for up to six guests, whether you&rsquo;re looking for a peace

Enjoy a relaxing 2-hour Sunset Cruise with alcoholic or non-alcoholic drinks. Choose your preferred time: 4–6 PM, 5–7 PM, or 6–8 PM. Or join us for a Dinner Cruise along the scenic Tred Avon River, where you can enjoy a glass of wine en route to one of Oxford’s top waterfront restaurants: Capsides OXMD, Robert Morris Inn, or Doc's Sunset Grille. A perfect way to unwind and take in the beauty of the Chesapeake Bay.

Screaming Eagle Charters

Bozman

Step aboard Screaming Eagle Charters&mdash;a classic 2010 Trojan Sportfish ready to show you the best of Neavitt and the Chesapeake Bay! With room for up to 6 guests, this well-equipped vessel is powered by a reliable 380HP Cummins diesel inboard and crui

Take a boat ride on the scenic Choptank River. Capt Tony will share local knowledge and stories of the local watermen, celebrities, and history. Look for bald eagles and ospreys on scenic shorelines.

Chasin Fins

Cambridge

Step aboard Chasin Fins, a sleek 2019 Key West 239 FS Center Console ready to take you on unforgettable adventures from beautiful Cambridge. Powered by a reliable 300 HP Yamaha outboard engine, this versatile vessel cruises comfortably at 27 knots and is 

Experience the magic of Chesapeake Bay like never before on our 2-hour sunset cruise. Watch the sky transform with breathtaking colors as the sun dips below the horizon, casting shimmering reflections across the water. Relax on deck, feel the gentle breeze, and savor every moment of this unforgettable evening on the bay.

Elligail Charters

Discover the ultimate boating experience with Elligail Charters, a 2022 Chesapeake 52 Bay boat based in scenic Rock Hall. Perfect for up to 20 guests, this spacious vessel combines comfort, style, and performance. Powered by twin 450 HP Cummins diesel eng

Annapolis Host & Sailing Adventures

Arnold

Set sail with Annapolis Host &amp; Sailing Adventures aboard a beautifully restored 1987 Hylas 45 Sailing yacht (refit in 2025), departing from Arnold. Perfect for up to 6 guests, this elegant vessel combines classic sailing performance with modern comfor

Sunset & Dinner Cruises in Upper Chesapeake Bay

Top Sunset & Dinner Cruises in Upper Chesapeake Bay