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Sail Selina Ii | Saint Michaels, Maryland | Sailing

Sail Selina Ii

Saint Michaels, Maryland - 67.8 mi away
Capital Yacht Charters | Fort Washington, Maryland | Sailing

Capital Yacht Charters

Fort Washington, Maryland - 35.3 mi away
Sail the Pintita | Baltimore, Maryland | Sailing

Sail the Pintita

Baltimore, Maryland - 43.9 mi away
Admiral of the Bay Yacht Charters | Baltimore, Maryland | Sailing

Admiral of the Bay Yacht Charters

Baltimore, Maryland - 43.9 mi away
Chesapeake Yacht Charters | Edgewater, Maryland | Sailing

Chesapeake Yacht Charters

Edgewater, Maryland - 47.7 mi away
Grace Sailing Charters | Annapolis, Maryland | Sailing

Grace Sailing Charters

Annapolis, Maryland - 49.9 mi away
Chesapeake Sailing Charters | Churchton, Maryland | Sailing

Chesapeake Sailing Charters

Churchton, Maryland - 51.6 mi away
Haven Charters | Rock Hall, Maryland | Sailing

Haven Charters

Rock Hall, Maryland - 62.6 mi away
C&C Charters | Grasonville, Maryland | Sailing

C&C Charters

Grasonville, Maryland - 65 mi away
Tred Avon Yacht Sales | Oxford, Maryland | Sailing

Tred Avon Yacht Sales

Oxford, Maryland - 72.8 mi away
Schooner Heron Charters | Lusby, Maryland | Sailing

Schooner Heron Charters

Lusby, Maryland - 74.4 mi away
Sail Solomons | Solomons, Maryland | Sailing

Sail Solomons

Solomons, Maryland - 75.6 mi away
North Bay Yacht Charters | North East, Maryland | Sailing

North Bay Yacht Charters

North East, Maryland - 84.7 mi away

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Top Listings in Maryland (show all)
The Cottages Of Governors Run | Port Republic, Maryland | Vacation Rentals

The Cottages Of Governors Run

Port Republic, Maryland
Vacation Rentals
Intimidator Fishing Charters | Rock Hall, Maryland | Fishing Trips

Intimidator Fishing Charters

Rock Hall, Maryland
Fishing Trips
Beautiful Weekends or Vacations At 7 C's Lodging | Flintstone, Maryland | Hotels & Resorts

Beautiful Weekends or Vacations At 7 C's Lodging

Flintstone, Maryland
Hotels & Resorts
The Campgrounds at Sandy Cove | North East, Maryland | Campgrounds & RV Parks

The Campgrounds at Sandy Cove

North East, Maryland
Campgrounds & RV Parks
Maryland Family Kayaking Tours and Snowshoeing | Friendsville, Maryland | Eco Tours

Maryland Family Kayaking Tours and Snowshoeing

Friendsville, Maryland
Eco Tours
Chesapeake Nautical Cruises | Riva, Maryland | Cruises

Chesapeake Nautical Cruises

Riva, Maryland
Cruises
Camp Merryelande Family escapes | Saint George Island, Maryland | Hotels & Resorts

Camp Merryelande Family escapes

Saint George Island, Maryland
Hotels & Resorts
Charter Fishing trips Deale MD | Deale, Maryland | Fishing Trips

Charter Fishing trips Deale MD

Deale, Maryland
Fishing Trips
Shore Pedal and Paddle | Saint Michaels, Maryland | Canoe & Kayak Rentals

Shore Pedal and Paddle

Saint Michaels, Maryland
Canoe & Kayak Rentals
The Blue Max Inn | Chesapeake City, Maryland | Bed & Breakfasts

The Blue Max Inn

Chesapeake City, Maryland
Bed & Breakfasts


Explore Over 100 Travel Categories To Find Your Next Amazing Vacation

With a diverse array of more than 100 travel categories and options, finding the ideal vacation is a breeze. Whether you are looking for a cozy cabins, luxurious resorts, thrilling adventure tours, or tranquil beach getaways, we have the perfect travel option waiting for you.

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Top Poolesville, Maryland Sailing Vacations | Trips, Rentals & Lessons

Browse incredible Poolesville, Maryland sailing vacations & trips, take a lesson or rent your own sail boat. Browse our Poolesville, Maryland sailing options and plan your vacation. Also of Interest: boat charter | charter sailing | charter yacht | private sail | private sailing |
More Within 5 mi, 10 mi, 25 mi, 50 mi, 100 mi, 250 mi, 500 mi, 1000 mi of Poolesville, Maryland