THE BEST 10 Maryland Water Tours in 2026 (Prices from $25)

Guided Assateague Kayaking and Wildlife Discovery Tour

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!

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Guided Assateague Kayaking and Wildlife Discovery Tour

2 hours 30 minutesFree Cancellation

5.0

(23)

from $75

Likely to Sell Out

45-Minute Sea Rocket Speed Boat & Dolphin Cruise in Ocean City MD

The Sea Rocket has been cruising the coast of Ocean City, Maryland for nearly 30 years! Departing from downtown OCMD on Dorchester Street, we will cruise out of the Ocean City Inlet and head up the coast! There are plenty of beautiful sights along the coast as well as wildlife to see! We are always on the lookout for the Atlantic Bottlenose Dolphin! 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!

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45-Minute Sea Rocket Speed Boat & Dolphin Cruise in Ocean City MD

45 minutesFree Cancellation

4.6

(595)

from $40

Likely to Sell Out

Sailboat Cruise on Chesapeake Bay

2 hours 30 minutesFree Cancellation

4.8

(39)

from $116

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

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

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2-Hour Relaxing Chesapeake Day Sail on Lady Patty

2 hoursFree Cancellation

5.0

(3)

from $160

OC Bay Hopper - Assateague Island Cruise

1 hour to 2 hours 45 minutesFree Cancellation

4.8

(160)

from $40

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.

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Baltimore Custom Historic Walking Tours

1 to 3 hoursFree Cancellation

5.0

(12)

from $25

1-Hour Private Party Assateague Island Pony Cruise in Ocean City

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!

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1-Hour Private Party Assateague Island Pony Cruise in Ocean City

1 hourFree Cancellation

4.8

(23)

from $200

Per group

City Cruises DC: Water Taxi One Day Pass

35 minutesFree Cancellation

4.2

(69)

from $46

Assateague Island Cruise Departs from Ocean Pines

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.

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Assateague Island Cruise Departs from Ocean Pines

2 hoursFree Cancellation

4.8

(30)

from $40

Experience an evening of beauty as we cruise into the golden hues of the sunset. All ages are welcome onboard, and for guests 21+, a full bar awaits with a variety of beverages. Departing daily in season, our times vary with the changing sunset, ensuring the best experience. Reserve your spot for an unforgettable evening with friends and loved ones! We are docked directly behind the Hyatt Place Kent Narrows & Marina with walking distance to Fishermans Inn, Fishermans Crab Deck, Big Owl’s Tiki Bar and the Narrows Restaurant! 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

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Kent Narrows Sunset Cruise

1 hour 30 minutesFree Cancellation

3.7

(3)

from $40

Likely to Sell Out

Sunset Cruise on Scenic Chesapeake Bay

2 hours 30 minutesFree Cancellation

4.4

(12)

from $139

OC Bay Hopper - Sunset Cruise

1 hour 15 minutesFree Cancellation

4.8

(62)

from $40

Experience a cruise through the Kent Narrows waterfront and surrounding waterways! Our slightly narrated tour, led by knowledgeable crew, offers insights into the local waterways and history of the community. Enjoy panoramic views under the comfort of our 75% covered canopy top, providing shade as you enjoy Maryland's scenic waterways! Our daily Sightseeing Cruises are the perfect family-friendly experience! We are docked directly behind the Hyatt Place Kent Narrows & Marina with walking distance to Fishermans Inn, Fishermans Crab Deck, Big Owl’s Tiki Bar and the Narrows Restaurant! 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

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Kent Narrows Sightseeing Cruise

1 hour 30 minutesFree Cancellation

from $40

OC Bay Hopper Sunset Cruise Departs Downtown OC

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.

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OC Bay Hopper Sunset Cruise Departs Downtown OC

1 hourFree Cancellation

5.0

(2)

from $45

Likely to Sell Out

75 Minute Private Party Back Bay Sunset Cruise in Ocean City, MD

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!

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75 Minute Private Party Back Bay Sunset Cruise in Ocean City, MD

1 hour 15 minutesFree Cancellation

5.0

(1)

from $200

Per group

Assateague Horses, Herons and Happy Hour Cruise

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.)

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Assateague Horses, Herons and Happy Hour Cruise

1 hour 15 minutesFree Cancellation

4.4

(20)

from $50

Ocean City Sunset Cruise departing from Seacrets

Set sail on the calm bay waters and unwind in our laid-back island vibe. With a tiki thatched roof, comfortable lounge seating, and a full-service bar stocked with Seacrets Distilling Company spirits, beer, wine, and soft drinks, this cruise is the perfect way to end your beach day—or start your night out! Whether you're celebrating, vacationing, or just looking for something unique to do, the Seacrets Sunset Cruise will be a highlight of your Ocean City adventure! All of our cruises feature a full cash bar with Seacrets spirits cocktails, beer, wine, and non-alcoholic options for everyone. Grab a refreshing drink as you take in the views, dance to the music, or toast to a stunning view! 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

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Ocean City Sunset Cruise departing from Seacrets

1 hour 30 minutesFree Cancellation

3.3

(3)

from $55

Ocean City Bay Hopper - Greene Turtle Lunch Cruise

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.

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Ocean City Bay Hopper - Greene Turtle Lunch Cruise

2 hours 30 minutesFree Cancellation

5.0

(6)

from $40

Ocean City Family Friendly Daytime Tiki Cruise

Who says tiki boats are just for adults? This special one-hour cruise is offered on select days each week—designed with families and friends in mind. Climb aboard the bay’s most stunning tropical boat for a relaxing and memorable adventure. Soak in the sunshine, enjoy the good vibes, and cruise to the sounds of our Caribbean-inspired playlist! Our boat features a thatched roof covering over 75% of the deck, giving you the choice to chill in the shade or bask in the sun—your cruise, your way. It’s the perfect outing for your Ocean City vacation! Gather your crew and join us for an unforgettable time on the water! Enjoy tropical Seacrets Distilling Company cocktails, beer, wine, soft drinks, water, and light snacks—all served by our friendly crew. 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

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Ocean City Family Friendly Daytime Tiki Cruise

1 hourFree Cancellation

5.0

from $30

Likely to Sell Out

Baltimore Harbor Evening Sail on the Unforgettable

1 hour 30 minutesFree Cancellation

4.6

(5)

from $75

Ocean City Morning Mimosa Cruise leaving from Seacrets

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

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Ocean City Morning Mimosa Cruise leaving from Seacrets

1 hour 30 minutesFree Cancellation

5.0

from $50

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.

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Harborside Orange Crush Cruise

2 hoursFree Cancellation

5.0

(4)

from $45

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!

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OC Bay Hopper - Ice Cream Cruise

1 hourFree Cancellation

4.7

(10)

from $40

OC Bay Hopper Sunset Cruise (Departs From Ocean Pines)

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.

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OC Bay Hopper Sunset Cruise (Departs From Ocean Pines)

1 hour 30 minutesFree Cancellation

4.2

(5)

from $35

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