Top Maryland Cruises, Sailing & Water Tours

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Maryland Adventures

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45-Minute Sea Rocket Speed Boat & Dolphin Cruise in Ocean City MD
Likely to Sell Out
Likely to Sell Out
Ocean City, USA
4.8 (579)

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...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
4.8 (579)
$39.99
$38.99
Baltimore Inner Harbor Sail on Summer Wind
Likely to Sell Out
Likely to Sell Out
Baltimore, USA
4.7 (118)

Baltimore Inner Harbor Sail on Summer Wind

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.7 (118)
$65
$64
1-Hour Sea Rocket Sunset & OC Harbor Cruise in Ocean City, MD
Likely to Sell Out
Likely to Sell Out
Ocean City, USA
4.9 (244)

1-Hour Sea Rocket Sunset & OC Harbor Cruise in Ocean City, MD

Come relax and unwind with us aboard the famous “Sea Rocket” while we check out the iconic fishing boats and restaurants/ bars in the Ocean...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.9 (244)
$39.99
$38.99
EARLY BIRD SPECIAL: Speed Boat & Dolphin Cruise in Ocean City, MD
Likely to Sell Out
Likely to Sell Out
Ocean City, USA
4.7 (82)

EARLY BIRD SPECIAL: Speed Boat & Dolphin Cruise in Ocean City, MD

The Sea Rocket has been cruising the Ocean City, Maryland coastline since the 1980's! Come enjoy this Ocean City landmark and embark on a memorable...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
4.7 (82)
$34.99
$33.99
Baltimore Evening Sail on the Summer Wind
Likely to Sell Out
Likely to Sell Out
Baltimore, USA
5.0 (28)

Baltimore Evening Sail on the Summer Wind

Enjoy a beautiful time on the water while you nibble on cheese and sip delicious wine on this 1.5-hour sail. As you sail through beautiful...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (28)
$75
$74
OC Bay Hopper - Sunset Cruise
Special Offer
Special Offer
Ocean City, USA
4.9 (65)

OC Bay Hopper - Sunset Cruise

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...

1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
1 hour 15 minutes • Free Cancellation
4.9 (65)
$40
$39
OC Bay Hopper - Assateague Island Cruise
Special Offer
Special Offer
Ocean City, USA
4.9 (168)

OC Bay Hopper - Assateague Island Cruise

How did the ponies get there? Did they swim? How many ponies live there? Can you pet the ponies? Can you feed the ponies? The...

60 to 165 minutes • Free Cancellation
60 to 165 minutes • Free Cancellation
60 to 165 minutes • Free Cancellation
4.9 (168)
$40
$39
Assateague Island Cruise Departs from Ocean Pines
Special Offer
Special Offer
4.9 (33)

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...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (33)
$40
$39
Harborside Orange Crush Cruise
Special Offer
Special Offer
5.0 (5)

Harborside Orange Crush Cruise

Try our new Harborside “Orange Crush” Cruise. Experience the bay behind Assateague Island in a unique way - with the original orange crush from the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
$45
$44
Baltimore Custom Historic Walking Tours
Special Offer
Special Offer
Baltimore, USA
5.0 (14)

Baltimore Custom Historic Walking Tours

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...

1 to 3 hours • Free Cancellation
1 to 3 hours • Free Cancellation
1 to 3 hours • Free Cancellation
5.0 (14)
$25
$24
Baltimore History Sail on the Summer Wind
Special Offer
Special Offer
Baltimore, USA
4.9 (71)

Baltimore History Sail on the Summer Wind

Learn about the maritime history of Baltimore and the Chesapeake Bay on this 1.5-hour sailing tour. Enjoy being on the water and listening to the...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (71)
$65
$64
1-Hour Private Party Assateague Island Pony Cruise in Ocean City
Likely to Sell Out
Likely to Sell Out
Ocean City, USA
5.0 (28)

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...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (28)
$199.99
$198.99
Baltimore Inner Harbor Sail on the Unforgettable
Likely to Sell Out
Likely to Sell Out
Baltimore, USA
4.8 (25)

Baltimore Inner Harbor Sail on the Unforgettable

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (25)
$65
$64
Sailboat Cruise on Chesapeake Bay
Special Offer
Special Offer
5.0 (37)

Sailboat Cruise on Chesapeake Bay

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay, powered...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (37)
$116
$115
Guided Assateague Kayaking and Wildlife Discovery Tour
Special Offer
Special Offer
5.0 (28)

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...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (28)
$75
$74
Baltimore Inner Harbor Sunset Sail on Summer Wind
Likely to Sell Out
Likely to Sell Out
Baltimore, USA
4.9 (58)

Baltimore Inner Harbor Sunset Sail on Summer Wind

Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (58)
$75
$74
2 Hour Chesapeake Day Sail on Catamaran Epiphany
Special Offer
Special Offer
5.0 (7)

2 Hour Chesapeake Day Sail on Catamaran Epiphany

Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. Michaels, MD. Designed for comfort, this spacious vessel...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (7)
$245
$244
Baltimore Inner Harbor BYOB Sunset Sail on the Unforgettable
Likely to Sell Out
Likely to Sell Out
Baltimore, USA
5.0 (5)

Baltimore Inner Harbor BYOB Sunset Sail on the Unforgettable

Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (5)
$75
$74
City Cruises DC: Water Taxi One Day Pass
Special Offer
Special Offer
Washington DC, USA
4.3 (65)

City Cruises DC: Water Taxi One Day Pass

Skip the traffic and take the scenic route to your destination. Pass is valid for unlimited water taxi rides on a single date for one...

35 minutes • Free Cancellation
35 minutes • Free Cancellation
35 minutes • Free Cancellation
4.3 (65)
$46
$45
Sunset Cruise on Scenic Chesapeake Bay
Special Offer
Special Offer
4.9 (10)

Sunset Cruise on Scenic Chesapeake Bay

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.9 (10)
$139
$138

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