Top Maryland Water Tours

The Wildlife Discovery Tour provides the opportunity to explore Assateague's fascinating ecosystem. Learn about Assateague's natural and cultural history aboard your own kayak, or take a tandem kayak with a friend! This hands-on, experiential tour focuses on marine species, birds, plants, and of course, Assateague's famous Wild Horses. With the help of our expert guides, you will safely meet some of the amazing creatures that inhabit Assateague Island, one of the world's most productive habitats. We prioritize finding horses on this tour, but it doesn't always happen, let's say 80/20 in favor of seeing the horses. They are wild animals and are always on the move while grazing, but we scout early and often to give you the best chance. However, there are hundreds of other amazing native species we may discover on the tour, and we think you, and definitely your kids, will still have a blast. On all tours, our guides will always prioritize whatever you are most interested in, just ask!

This boat trip provides the best way to see the famous Asseteague Island wild ponies. On this 2.5 hour trip that will depart from the Ocean Pines Yacht Club we'll travel down the Assawoman Bay to Assateague Island. Children and Adults interested in nature and experiencing the beauty of the Bay will enjoy this trip. The trip provides something different to do while visiting Ocean City. Once the boat reaches Assateague Island, the captain will navigate around the backside of the island so you can see the wild ponies up close along with other wildlife including dolphins. This is one of the most popular boat trips in Ocean City, MD.

Take a ride on our beautiful Skiff Boat with the family and 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 five 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!

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.

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.)

Select a one hour preset tour or let us make a custom tour for you! Choose from Fells Point: The oldest and saltiest neighborhood in Baltimore, she's paved with Belgium Block streets, European architecture, great eateries and shops. Here Frederick Douglass made his bold escape to freedom and Ann Bond Fell turned a thriving shipyard into one of the most sought after neighborhoods in 1800's America. Fells Point is a charmer. Mount Vernon Place: Considered the most beautiful of Baltimore neighborhoods, Mount Vernon Place was once home the more millionaire philanthropists than any other city in America and it shows. Marble churches, libraries, and monuments are filled with Tiffany glass windows and stories of the movers and shakers who built them. A real eye candy tour. Inner Harbor: The heartbeat of Baltimore, it's chock-a-block full of history, Gilded Age architecture, and quirky characters. Includes the only Outsider Museum in America. Fascinating history in the water and out.

Discover the wild ponies that live on Assateague Island near Ocean CIty, Maryland, on this morning sightseeing cruise. According to folklore, the horses are survivors of a shipwreck off the Virginia coast. During the cruise, learn facts about the island and about the other wildlife living on and around Assateague from your captain.

Enjoy a relaxing trip out on the Chesapeake Bay with this intimate, small-group sailing tour. Pick from several convenient start times, meet your captain and crew at the dock, and hop aboard your vessel—the Eternal Hope, a 42-foot (13-meter) sailing yacht. Then, sit back and take in the views, spot wildlife, and soak up the sea breezes as you head out on the water.

There's no better way to see historic Southern Maryland than by watching the sunset over the twin beaches on the western shores of the Chesapeake Bay. This yacht cruise promises the perfect ending to your day by taking you out on the water. While the sun slowly goes down, look out for wildlife including ospreys and dolphins and landmarks such as the Cliffs of Calvert.

Enjoy panoramic views of Washington D.C.'s most important monuments during this attraction-packed, small-group boat cruise from the D.C. Wharf to Alexandria Old Town and back. Highlights covered include the Lincolm Memorial, Washington Monument, and Arlington National Cemetery. Food and beverages are available for purchase onboard.

We know you work hard and if you're in OC then you're probably here to relax. So, we have created this cruise for you. Join us for a stress melting, special 1 hour and 15 min cruise on the Assawoman Bay. Board one of our Bay Hoppers at our 118th street location in Ocean City and one of our captains will take you on a soothing cruise. You'll find yourself gliding across water that looks like glass while enjoying an ice cold adult beverage. All your stress will float away. Before you know it, you'll be laughing it up with a bunch of new friends and contemplating how you can quit your job and start a new life in OC. This cruise will be stocked with some fine brews, twisted teas, and alcoholic seltzers. And, because we want you to enjoy yourself - your first beverage is on us! This is an adults only cruise so, you MUST BE 21 OR OLDER TO TAKE THIS TRIP.

Come explore the beautiful bays of Ocean City, MD during golden hour under the professional guidance of our USCG Captain. We will take you wherever you desire on our brand new 22-foot Coastal Bay Skiff, or if you’re a “new-bee” to the area, our captain will suggest all the popular “must sees”. This could include checking out the famous Ocean City commercial fishing harbor, or the iconic Sunset Marina where Michael Jordan keeps his boat, or the legendary Harbor Island where the White Marlin Open is held! We guarantee you will have a great time wherever you go! This private tour is good for up to 5 passengers. 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!

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. This is a more intimate version of our popular Sunset Cruise. This cruise will have a max capacity of 6 passengers.

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!

Experience Assawoman Bay in Ocean City, Maryland, in the evening with this sunset cruise. Sit back with your favorite beverage and relax as you breathe in the salty ocean air. Glide across the water and get a front-row seat to the scenery. Start your night with this cruise before heading to dinner.

Sail the serene waters of the Chesapeake Bay aboard the historic Lady Patty. This two-hour cruise offers a unique opportunity to unwind while taking in the picturesque views of St. Michaels, MD. Your journey includes gliding through the harbor and possibly spotting wildlife like osprey and dolphins. Enjoy a friendly crew that shares captivating stories about the area and sailing. Whether you’re looking for a fun family outing or a peaceful escape, this sailing experience is perfect for all ages. - Duration: 2 hours, with daily availability - Max capacity of 13 guests, ensuring a personalized experience - Beer and wine tasting available for adults, with complimentary water - Departing from Harbour Inn, 101 N Harbor Road, St. Michaels, MD

Enjoy a serene sunset on the water with a private cruise that showcases the stunning views of the Ocean City and Assateague Island skyline. This 1.25-hour adventure welcomes up to 12 passengers, making it perfect for family gatherings or friendly get-togethers. Led by an experienced captain, keep an eye out for wild horses and bottlenose dolphins as you glide through the scenic back bays. Feel free to bring your own beverages and make the most of this memorable experience. - Private sunset cruise accommodating up to 12 guests - 1.25-hour duration perfect for all ages - Breathtaking views of Ocean City & Assateague Island - Spot wild horses and dolphins during your ride

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.

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.

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.

Cruise the serene bays of Ocean City, MD on a private charter tailored for you and your friends or family. Opt for the Happy Hour Booze Cruise where you can bring your own drinks or explore Assateague Island, famous for its wild ponies and stunning views. Your experienced captain will guide you to the best spots, ensuring an intimate adventure with breathtaking scenery and wildlife sightings. Perfect for all ages, this private experience accommodates up to 12 passengers for a memorable hour on the water. - Enjoy a private cruise tailored to your group of up to 12 people - BYOB on the Happy Hour cruise for a personalized experience - Catch glimpses of Assateague Island’s wild horses and beautiful landscapes.

Embark on an unforgettable adventure with the Green Turtle Lunch Cruise! Sit back, relax, and soak in the stunning views of Ocean City, MD and the Assawoman Bay while enjoying some delicious OC eats! Not only do we provide a seamless and stress-free experience, but we also offer an exclusive menu of mouth-watering food options from the famous Greene Turtle Bar & Grille. Indulge in some Greene Turtle classics like the delectable Turkey Bacon Avocado Club and the decadent Crabby Melt. After boarding the boat, we'll cruise over to the Greene Turtle - which is located on the Assawoman Bay - and pick up your food. Your food selection is a la carte and a separate charge from your trip fee. We'll contact you prior to trip departure to take your food order. Oh, this is a BYOB cruise so feel free to bring along your favorite adult beverages to share with your friends and family as you cruise the open waters. We provide a cooler and ice, so you don’t have to worry about a thing.

This cruise only serves Taharka Bros ice cream! If you don’t know Taharka – the best way to describe it is that it “tastes like heaven.” This is amazing ice cream made in Baltimore. You’ll try some very interesting flavors like the award-winning honey graham, mint flix and chillz, coffee oreo and more. If you want to score some points with your kids or find something to bribe them with then here it is!