Maryland Sailing

Set sail on Maryland’s beautiful waters with our Maryland sailing experiences. This gift offers a peaceful yet exhilarating day on the Chesapeake Bay, perfect for novices and seasoned...Read more

Free Returns & Exchanges
Use code BF25OFF for 25% off
Top Rated US Experience Gift Company
e-Gifts Delivered Instantly
Home Maryland Sailing
State
City
Number of People
Price Range
Categories
Back to Results

Wine Tasting Sail on a Historic Yacht

Wine Tasting Sail on a Historic Yacht

Saint Michaels, Maryland

Wine Tasting Sail on a Historic Yacht

From $149
Beer Tasting Sail on a Historic Yacht

Beer Tasting Sail on a Historic Yacht

Saint Michaels, Maryland

Beer Tasting Sail on a Historic Yacht

From $149
Sail the Chesapeake on a Historic Yacht

Sail the Chesapeake on a Historic Yacht

Saint Michaels, Maryland

Sail the Chesapeake on a Historic Yacht

From $123
Sunset Sailing Cruise

Sunset Sailing Cruise

Rock Hall, Maryland

Sunset Sailing Cruise

From $45
History Sail on Summer Wind

History Sail on Summer Wind

Baltimore, Maryland

History Sail on Summer Wind

From $60
From $60 From $63
You save $3
Chesapeake Bay Sailing Cruise

Chesapeake Bay Sailing Cruise

Rock Hall, Maryland

Chesapeake Bay Sailing Cruise

From $44
From $44 From $45
You save $1
Weekday Harbor Sail on Unforgettable

Weekday Harbor Sail on Unforgettable

Baltimore, Maryland

Weekday Harbor Sail on Unforgettable

From $60
From $60 From $63
You save $3
Weekday Moonlight Sail on Summer Wind

Weekday Moonlight Sail on Summer Wind

Baltimore, Maryland

Weekday Moonlight Sail on Summer Wind

From $71
From $71 From $75
You save $4
Weekday Sunset Sail on Summer Wind

Weekday Sunset Sail on Summer Wind

Baltimore, Maryland

Weekday Sunset Sail on Summer Wind

From $71
From $71 From $75
You save $4
Weekday Evening Sail on Unforgettable

Weekday Evening Sail on Unforgettable

Baltimore, Maryland

Weekday Evening Sail on Unforgettable

From $71
From $71 From $75
You save $4
Weekday BYOB Sunset Sail on Unforgettable

Weekday BYOB Sunset Sail on Unforgettable

Baltimore, Maryland

Weekday BYOB Sunset Sail on Unforgettable

From $71
From $71 From $75
You save $4
Weekend Harbor Sail on Summer Wind

Weekend Harbor Sail on Summer Wind

Baltimore, Maryland

Weekend Harbor Sail on Summer Wind

From $71
From $71 From $75
You save $4
History Sail on Summer Wind - Weekend

History Sail on Summer Wind - Weekend

Baltimore, Maryland

History Sail on Summer Wind - Weekend

From $71
From $71 From $75
You save $4
Weekend Sunset Sail on Summer Wind

Weekend Sunset Sail on Summer Wind

Baltimore, Maryland

Weekend Sunset Sail on Summer Wind

From $82
From $82 From $87
You save $5
Weekend Moonlight Sail on Unforgettable

Weekend Moonlight Sail on Unforgettable

Baltimore, Maryland

Weekend Moonlight Sail on Unforgettable

From $82
From $82 From $87
You save $5
Weekend Evening BYOB Sail on Summer Wind

Weekend Evening BYOB Sail on Summer Wind

Baltimore, Maryland

Weekend Evening BYOB Sail on Summer Wind

From $82
From $82 From $87
You save $5
Weekend BYOB Sunset Sail on Unforgettable

Weekend BYOB Sunset Sail on Unforgettable

Baltimore, Maryland

Weekend BYOB Sunset Sail on Unforgettable

From $82
From $82 From $87
You save $5
Chesapeake Bay Private Sailing Cruise for 6

Chesapeake Bay Private Sailing Cruise for 6

Rock Hall, Maryland

Chesapeake Bay Private Sailing Cruise for 6

From $252
Private Sailing Charter on the Chesapeake for 6

Private Sailing Charter on the Chesapeake for 6

Saint Michaels, Maryland

Private Sailing Charter on the Chesapeake for 6

From $715
Half Day Private Sail

Half Day Private Sail

Saint Michaels, Maryland

Half Day Private Sail

From $1235
4 Hour Private Yacht Charter

4 Hour Private Yacht Charter

Baltimore, Maryland

4 Hour Private Yacht Charter

From $2399
From $2399 From $2552
You save $153

Giftory Gift Cards

  • Take the stress out of choosing the perfect gift
  • Add a personalized message
  • Ideal for birthdays, anniversaries and holidays
  • No expiration date
Buy now
Cover image