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Popular Pontoon & Tiki Boat Tours Charters in Maryland  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Pontoon & Tiki Boat Tours in Maryland, MD- BoatBooker

Maryland

Maryland, United States

Set your course for Maryland, where an intricate network of bays, rivers, and coastal inlets creates a premier playground for on-the-water exploration. Maryland boating charters unlock serene coves, broad open reaches, and postcard harbors that welcome both first-time cruisers and seasoned captains. From sunrise outings to golden-hour returns, the state’s varied shorelines offer ever-changing panoramas and calm waters ideal for sightseeing, wildlife spotting, and relaxed cruising.Maryland’s maritime character shines across iconic waterfront cities and quaint Eastern Shore communities, each with its own nautical traditions, working docks, and welcoming marinas. Charter a powerboat for flexible day-hopping between waterfront towns, step aboard a classic sail for a breezy afternoon, or choose a roomy catamaran for group gatherings. With sheltered channels and well-marked routes, you can pair easy navigation with memorable stops for waterfront dining, historic districts, and scenic boardwalks.Whether you’re planning a family-friendly day on the water, a photography-filled nature cruise, or a celebratory sunset sail, Maryland boating charters deliver variety in every season. Expect smooth passages on protected waterways, lighthouse views along storied coasts, and opportunities to anchor in quiet anchorages perfect for a swim or picnic. Explore at your own pace, craft an itinerary that matches your style, and discover why Maryland’s waterways remain a beloved destination for boaters seeking authentic coastal charm and effortless adventure.

Discover the enchanting world of Maryland Boat Tours in the United States, a haven for those who love the sea and all its wonders. With its stunning waterways and historic ports, Maryland offers a unique experience for everyone. From the bustling Baltimore Harbor to the picturesque St. Michaels, each destination provides a blend of history, culture, and breathtaking natural beauty.

Enjoy a leisurely day in Annapolis, famous for its historic seaport and the U.S. Naval Academy, or take a sunset cruise around the Chesapeake Bay, known for its serene landscapes and cultural heritage. For a fun twist, consider a floating Tiki Bar experience in St. Michaels, where you can indulge in light snacks and beverages while taking in the Bay views.

Maryland Boat Tours provide various options to fit your interests, whether you're looking for a narrated cruise, a relaxing sail, or an adventurous day on the water. Experience the allure of the Inner Harbor in Baltimore, explore the charm of Chesapeake Bay Maritime Museum, or simply unwind with a sunset sail. With its diverse offerings, Maryland is the perfect place for your next boating adventure.

Enjoy breakfast to your favorite restaurant on the water in the upper bay.

Price does not include the cost of dinner.  Covers trip to and from restaurants and bottled water.

United States

Stella Charters

Pasadena

Experience the perfect blend of relaxation and adventure with Stella Charters, a modern and versatile 2018 Avalon Pontoon, based in Pasadena. Accommodating up to six guests, this sleek and spacious pontoon boat is ideal for family outings, group celebrati

Charter Times Available:
9:00AM - 10:30AM
11:00AM - 12:30PM
01:00PM - 02:30PM
03:00PM - 4:30PM
05:00PM - 6:30PM
07:00PM - 8:30PM
Fuel surcharge 25$ and sales tax of 9%.
Customary crew tip is 20%.

The OC Liquid Tiki

Ocean City

Prices include all tax,&nbsp; Please remember to Tip your crew, They work hard to insure your time aboard the Tiki is amazing ! The customary tip is 20 % of total charter. Thank you in advance ! Step aboard Liquid Tiki, a stylish 2023 Tiki 26 Pontoon, and

Enjoy Ocean City Md by water visit different Restaurants and Bars by boat.
BYOB

5 STAR Charters Tours & Taxi

Discover Ocean City from a whole new perspective with 5 STAR Charters Tours &amp; Taxi! This spacious 24 ft USCG-inspected Carolina Skiff can comfortably accommodate up to 13 guests, making it perfect for families, friends, or group outings. Powered by a 

Customize your experience! Once you book, we create your day on the water, starting with confirming your pick-up city (Annapolis, Baltimore, D.C., or Middle River) and marina. The length of the trip determines how much you see and do on the water.

Floating Kneads Charters – DMV Waterways

Annapolis

Cruise the iconic waterways of the DMV in style aboard Floating Kneads Charters &ndash; DMV Waterways, a luxurious Harris Breeze Pontoon designed for unforgettable experiences on the water. Available throughout Baltimore, Middle River, and Washington D.C.

Start your day the right way aboard our 2-Hour "Wake-N-Break" Tiki Cruise! Bring your coffee, mimosas, Bloody Marys, and favorite breakfast treats as you relax on the beautiful bay waters, soak up the morning sunshine, and enjoy a laid-back island vibe. Your cruise includes a floating mat, swimming noodles, a cooler stocked with ice and bottled water, Bluetooth music, an onboard bathroom, and a friendly Master Captain and First Mate to make your morning unforgettable.

Good Vibes Tiki Cruises – Ocean City, MD

Escape the ordinary and cruise Ocean City in true island style aboard our brand-new 2026 Big Huts 28&#039; Quad Pontoon Tiki Boat. Conveniently located at the back marina of the Angler Restaurant, this spacious floating tiki bar offers the perfect setting

Pontoon & Tiki Boat Tours in Maryland

Top Pontoon & Tiki Boat Tours in Maryland