Delmarva Balloon Rides | Chester, Maryland | Hot Air Ballooning

Delmarva Balloon Rides

Hot Air Ballooning
Chester, Maryland - 19.6 mi away
From $350
Highland Aerosports | Ridgely, Maryland | Hang Gliding & Paragliding

Highland Aerosports

Hang Gliding & Paragliding
Ridgely, Maryland - 19.8 mi away
From $130
Sail Selina Ii | Saint Michaels, Maryland | Sailing

Sail Selina Ii

Sailing
Saint Michaels, Maryland - 28.9 mi away
From $75
Hike and Explore Assateague Island | Savage, Maryland | Hiking & Trekking

Hike and Explore Assateague Island

Hiking & Trekking
Savage, Maryland - 39.2 mi away
From $399
Undersea Outfitters | Westminster, Maryland | Scuba Diving & Snorkeling

Undersea Outfitters

Scuba Diving & Snorkeling
Westminster, Maryland - 55.8 mi away
From $800
Jet Ski Rentals The Best In Ocean City Maryland. | Ocean City, Maryland | Water Skiing & Jet Skiing

Jet Ski Rentals The Best In Ocean City Maryland.

Water Skiing & Jet Skiing
Ocean City, Maryland - 78.8 mi away
From $60
SPE Dive School | Chevy Chase, Maryland | Scuba Diving & Snorkeling

SPE Dive School

Scuba Diving & Snorkeling
Chevy Chase, Maryland - 259.1 mi away
From $295
Haven Charters | Rock Hall, Maryland | Sailing

Haven Charters

Sailing
Rock Hall, Maryland - 8.3 mi away
Hopkins Hunting | Kennedyville, Maryland | Horseback Riding & Dude Ranches

Hopkins Hunting

Horseback Riding & Dude Ranches
Kennedyville, Maryland - 9.5 mi away
C&C Charters | Grasonville, Maryland | Sailing

C&C Charters

Sailing
Grasonville, Maryland - 17.3 mi away
Sea Colony Aqua Sports | Severna Park, Maryland | Scuba Diving & Snorkeling

Sea Colony Aqua Sports

Scuba Diving & Snorkeling
Severna Park, Maryland - 25.5 mi away
Chesapeake Underwater Sports | Annapolis, Maryland | Scuba Diving & Snorkeling

Chesapeake Underwater Sports

Scuba Diving & Snorkeling
Annapolis, Maryland - 25.8 mi away
Grace Sailing Charters | Annapolis, Maryland | Sailing

Grace Sailing Charters

Sailing
Annapolis, Maryland - 25.8 mi away
Something Ventured Equestrians | Glen Arm, Maryland | Horseback Riding & Dude Ranches

Something Ventured Equestrians

Horseback Riding & Dude Ranches
Glen Arm, Maryland - 27.8 mi away
Scuba Hut of Maryland | Glen Burnie, Maryland | Scuba Diving & Snorkeling

Scuba Hut of Maryland

Scuba Diving & Snorkeling
Glen Burnie, Maryland - 28.3 mi away
City Ranch Inc. | Baltimore, Maryland | Horseback Riding & Dude Ranches

City Ranch Inc.

Horseback Riding & Dude Ranches
Baltimore, Maryland - 28.3 mi away
Sail the Pintita | Baltimore, Maryland | Sailing

Sail the Pintita

Sailing
Baltimore, Maryland - 28.3 mi away

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Top Chestertown, Maryland Vacations & Adventures | Travel Deals & More

Browse the top Chestertown, Maryland vacation travel deals, packages and specials. Make your reservations for the best Chestertown, Maryland adventures, tours, travel, accommodations and much more. Photo gallery, interactive maps, reviews and tips.