Top Maryland Water Tours - page 2

Sunshine, Good Vibes, and Island Beats—All Aboard! Get ready to cruise into the day aboard your custom-built party boat! This 90-minute daytime escape is all about fun in the sun, tropical cocktails, and a Caribbean-inspired playlist that sets the tone for an unforgettable experience on the water! Whether you're celebrating with friends or just looking for the ultimate vacation vibe, this cruise is your ticket to pure island-style fun. Boats departing at various times throughout the day. Start or end your adventure with world-famous dining and live music at Seacrets, Jamaica USA—a true Ocean City hotspot where the party never stops! Bathing suits are welcome, but guests will remain on board for the entire 90-minute cruise—so relax, sip, and enjoy the view! This cruise is 21+. What's included - Friendly, knowledgeable crew sharing local insights - Music on board to set the vibe - Partially covered deck with sun & shade bench seating - Clean onboard restrooms

The Bay in the evening slows down and gets calm and quiet. All you have to do is sit back, grab your favorite beverage, take a deep breath of the salty ocean air, and relax. The Bay Hopper will glide you across the water giving you a front row seat to some of the Bay’s most amazing wildlife. At this point, you might reach for one of those delicious snacks you packed for the trip and notice the lights in OC start to pop on. Then, you simply watch the sun melt into the water. At this point you’ll feel so relaxed that you might not be able to keep your eyes open. Once the sun sets, your captain will pilot the Bay Hopper back to our pier and you can start your evening on the town refreshed. Or, you have a couple of more drinks, look at the tv for a while and go to sleep. Either way, you’ll feel good.

Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining, boutique shops, and historic sites. Guests enjoy a complimentary non-alcoholic beverage during the cruise before spending around three hours ashore exploring the town before the return journey to Annapolis. Admission to the Chesapeake Bay Maritime Museum is included, making this sightseeing day trip an ideal way to experience Maryland's rich maritime history.

Try our new Harborside “Orange Crush” Cruise. Experience the bay behind Assateague Island in a unique way - with the original orange crush from the famous Harborside Bar! Even better, your orange crush is on the house when you purchase a delicious lunch to go along with it from the Harborside Bar. All this combined with the best view of Assateague Island you can imagine. This is a front row seat to the famous Assateague Island wild ponies, dolphins, and all of the beautiful scenery and wildlife of the Assawoman Bay. This is a CAN’T MISS experience for your friends or family.

As we cruise to this enchanting island, keep your eyes peeled for the famous wild ponies. Did they swim here? Do they secretly moonlight as lifeguards? Your knowledgeable and wise captain will unravel these mysteries, sharing fascinating facts about the island and its incredible wildlife. Spoiler alert: you can’t pet or feed the ponies, but they sure do love posing for your photos! But wait, there’s more! Our cruise offers a selection of delightful alcoholic drinks for sale, and guess what? Your first drink is on us! So, grab a cocktail, relax, and let the magic of Assateague Island wash over you. Sip your drink as you marvel at herons gliding gracefully above, and maybe even spot a dolphin or two playing in the waves. When you take this cruise your first drink is on us. Additional drinks are available for purchase. You must be 21 to take this trip. (WARNING: WE DO NOT GUARANTEE THAT YOU WILL SEE PONIES. MOST OF THE TIME THEY ARE OUT BUT WE DON'T CONTROL THEM.)

Morning Mimosa Cruise A Brunch Vibe Like No Other – Departing from Seacrets, Jamaica USA Mimosas just hit different on the water! Start your day the island way with our tropical-inspired Mimosa Cruise—a 90-minute morning escape along the Ocean City coastline, departing from the world-famous Seacrets, Jamaica USA. Whether you’re celebrating with your crew or just want a fun and breezy way to kick off the day, our Mimosa Tiki Cruise is ready to bring the good vibes. With island beats, stunning bay views, and drinks in hand—it’s the perfect start to your day! What's included Friendly, knowledgeable crew sharing local insights Music on board to set the vibe ☀️ Partially covered deck with sun & shade bench seating Clean onboard restrooms

The Maryland Coastal Bays Program has been protecting the pristine beauty of the coastal Ocean City region for more that 24 years. On this trip, you’ll be joined by members of the Maryland Coastal Bays Program as you tour the Assawoman and Sinepuxent Bays. You’ll have experts on the boat who will explain what the Maryland Coastal Bays Program is doing to preserve this natural treasure. You’ll also learn about the incredible wildlife inhabiting the coastal bay region.

Take a ride on our beautiful Skiff Boat with your family & friends! Our world-class captain will take you wherever you want to enjoy the breathtaking evening views of Assateague, Ocean City, and more! “BYOB” and enjoy the evening, or sail down south of the inlet to Assateague where sightings of wild horses abound. We can accommodate up to 5 passengers. Have fun! YOU MUST ARRIVE 25 MINUTES EARLY TO YOUR RESERVATION! THE BOAT LEAVES EXACTLY AT THE TIME OF THE TRIP AND DOES NOT WAIT FOR ANYONE WHO IS LATE, SO PLAN ACCORDINGLY!

Celebrate the holiday season with a delightful 45-minute cruise along Spa Creek, guided by Captain Santa or Mrs. Claus. This family-friendly adventure includes hot cocoa served by an onboard elf and cozy blankets to keep warm as you enjoy the festive sights. A portion of the proceeds supports Historic Annapolis, making this a jolly way to give back while creating cherished family memories. Perfect for families and holiday enthusiasts, the cruise offers private bookings for larger groups. Reserve your tickets in advance for this limited-capacity experience. - 45-minute festive cruise along Spa Creek with holiday characters - Enjoy complimentary hot cocoa and cozy blankets on board - Supports Historic Annapolis with a portion of proceeds - Perfect for families and private group bookings available for up to 21 passengers

Enjoy the views of Baltimore Harbor as dusk falls on an evening sail on your yacht, the Unforgettable. Bring your own bottle of wine to sip on board as you watch the colors of the sunset spread across the sky. This will be a peaceful experience as passenger numbers are capped at six, letting you enjoy the experience without large crowds.

What happens when you take pizza and you add that to a boat on the water? Mama mia - I'll tell you what happens - you get a great time!!! If you're tired of getting pizza delivered and eating it on your couch or gobbling a hot slice while sitting in a car - then we have a solution. It's called our Pizza Cruise. We'll leave the dock at the Bay Hopper Kiosk on 118th street and head out to pick up some delicious pizza for your cruise! Pizza and cold drinks (and water) are included in the trip price- your kids will not leave the boat hungry! We'll take your pizza order when you arrive at our 118th street Kiosk to board our boat. This is a great family trip!!!

Find your own slice of paradise on this 1.5-hour moonlight sail around Baltimore Harbor. Listen to music inspired by the Caribbean as you enjoy the warm breeze and look at the moon and stars in the sky. Bring the tropics to Baltimore on this moonlight sailing experience. Both of our boats have seating on the cabin tops and allow people to spread out and have their own space.

Cool off from Baltimore's hot summer nights with this moonlight sail around Baltimore Harbor. In a small group of no more than six passengers, you'll see historic sights such as the Fort McHenry National Monument and Historic Shrine under the light of the moon as you cruise around the harbor in an authentic schooner.

This is the perfect trip for foodies looking for something other than the typical day at the beach.  You’ll be joined by OC and restaurant aficionado Sandy Gillis.  Sandy will be your guide.  You’ll then head out for a 3-hour tour of 3 waterfront restaurants.   On your tour you will sample delicious foods and tasty cocktails.  Depending on your departure point you’ll stop at 3 of the following:  Tailchasers, Fager’s Island, The Green Turtle, Hoopers Crab House, Sneaky Petes, Frog Bar.  Sandy will fill you in on all the fascinating facts about OC and the restaurants you visit.   When this trip is over you’ll have more than just a full belly – you will have also learned a few things.

Enjoy sunset out on the water of the Inner Harbor with this private sunset cruise on a sailboat, with space for up to six passengers. Meet at the Inner Harbor Marina to board the sailboat, then sit back and relax as your captain and crew sail out to Fort McHenry. Enjoy watching the sunset while savoring BYOB drinks.

Enjoy views out on the water of the Inner Harbor with this cruise that sets sail on authentic schooner with space for up to six passengers. Meet at the Oasis Marinas to board the sailboat, and sit back and relax as your captain and crew sail out to Fort McHenry. Enjoy the fresh air and views of Baltimore and the Inner Harbor.

Many sightseeing tours can feel exhausting, as you rush from one top sight to another. This sailing experience on Baltimore's Inner Harbor, on the other hand, offers the chance to soak up city views at a relaxed pace from the water. Sailing in a small group also means that the experience is amore personal one.

Spend a few hours refining a new trade in axe-throwing, at an axe-throwing lounge in Columbia, Maryland. This is a small private group activity- max 15, so you can compete against your fellow axe-throwers. Beer and wine are available for purchase, so you can choose which order to drink and throw. You pour your own beers and wine- self serve.

Your Private Sunset Cruise offers a truly unique and intimate experience on the Chesapeake Bay—the nation’s largest estuary. Unlike standard group tours, our cruise is completely private, giving you and your guests uninterrupted time to relax, celebrate, and soak in the stunning natural beauty around you. As the sun sets over the Bay, you’ll enjoy complimentary sparkling cider, light snacks, and refreshing sparkling water, creating an atmosphere that feels both luxurious and personal. Designed for couples, families, and friends, this experience blends comfort, exclusivity, and unmatched scenic views. With limited availability, our sunset cruise provides a rare opportunity to create unforgettable moments on the water—making your evening not just a tour, but a cherished memory.

Immerse yourself in the Chesapeake Bay's rich maritime history on a sailing tour of the Baltimore Harbor. Take in the sights of the Inner Harbor and listen to a guide detail Baltimore's and the Chesapeake's roles in the shaping of American history.

Get views of a sunset over Baltimore's Inner Harbor on this evening sunset cruise. Snap photos of your loved ones against the backdrop of the sun sinking below the horizon and relax on board the boat. Listen to relaxing music and feel free to bring along your favorite bottle of wine, with corkscrew and glasses provided.