Welcome to Maryland - a state rich in coastal charm, historic treasures, and diverse landscapes. Explore the vibrant waterfront of Baltimore’s Inner Harbor, tour historic Annapolis with its colonial architecture and sailing heritage, or relax on the sandy beaches of Ocean City. Discover scenic state parks, hike the Appalachian Trail, and savor the state’s famous blue crabs and Chesapeake Bay cuisine. From lively cities and charming small towns to outdoor adventures and cultural attractions, Maryland offers unforgettable experiences for every traveler.
Our site gives you a fast, convenient way to explore the best tours, excursions, and experiences available for your vacation in Maryland. With up-to-date schedules, clear descriptions, and secure booking directly with local operators, you can lock in the activities you’re excited about before your trip even begins. No more scrambling for last-minute openings - just confident planning and more time to enjoy your getaway. Let us help you turn your vacation in Maryland into something truly memorable.
Why wait until you arrive in Maryland to book your tours - only to discover that the ones you want are already full? Click any activity below to learn more about the tour, view availability, and reserve your excursions directly with the tour operators today!
Guided Jet Ski Tour • 2 Hours • 1 to 2 Riders • Up to 10 riders per tour
Baltimore
2 hours
Jet Ski Tour
Charm City Watersports
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“Find freedom in motion, peace in stillness.”
Phoenix
4 nights, 5 days
FloYo Travels
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Be Refined Back in Time!
Cambridge
2 hour
Kid-Friendly
Dorchester County Historical Society
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For all ages! • 20-30 minutes • Starting at $60 • Up to 5 people • Private Tour!
Finksburg
Private Tours
Creatures Great & Small Animal Park
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Starting at $30 | Morning and Afternoon Options Available
Berlin
2 Hours
Canoe, Kayak, Private Sup, SUP
Assateague Outfitters
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All Ages • 2 Hours • Have an amazing event with friends & family! • Starting at $120
Elkton
2 Hours
Private Tours
Milburn Orchards
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Ages 5-16 • 5 Day Camp
Germantown
Bretton Woods Recreation Center - Tennis Department
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For all ages! • 60-90 Minutes
North Beach
60-90 Minutes
Walking Tour
Chesapeake Windsail Cruises
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All Ages • Unlimited Paddling Opportunities
Kayak, Rentals, Water Activities
Capital SUP Annapolis
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All ages • 2 Hours • Look for wildlife as you paddle!
Cambridge
2 Hours
Kayak
Blackwater Adventures
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Any 3 Consecutive Days
Berlin
Canoe, Kayak, Private Sup, SUP
Assateague Outfitters
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All ages • 2 Hours • Explore an 18 acre wildlife refuge
Cambridge
2 Hours
Kayak
Blackwater Adventures - Hyatt
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Unlimited kayak rentals and discounted tours!
Free Delivery within 6 Miles | Kayaks, Paddleboards, Tubes | North East, MD
Kayak
Bay Venture Outfitters - North East
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Make this Father's Day one to remember | North East, MD
North East
2 Hours
Kayak
Bay Venture Outfitters - North East
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Make this Mother’s Day one to remember | North East, MD
North East
2 Hours
Kayak
Bay Venture Outfitters - North East
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All ages • 6 Hours • Guided kayak tour and self-guided bike tour combo!
Cambridge
6 Hours
Bike Tour, Kayak
Blackwater Adventures
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Kayaks, Bikes, Canoes, SUPs, Hobie Wave Catamarans
1 - 7 Days
Kayak, Rentals
Blackwater Adventures
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Starting at $50 | 4 Hour Rentals
Berlin
Canoe, Kayak, Private Sup, SUP
Assateague Outfitters
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Ages 18+ to Drive • 3 Seaters • No Experience Necessary • 1 Hour Rentals • NO Fuel Charge
Ocean City
One Hour Rental
Jet Ski Rental
Odyssea Watersports
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Starting at $139 • 2 Adults & 1 Child per Jet Ski (or 450 lbs.)
Berlin
Top Gun Watersports - Campgrounds
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2 Jet Ski Minimum | Great for Groups
Five Islands Village
Real Paradise Travel, LLC
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Starting at $125 • 2 Adults & 1 Child per Jet Ski (or 450 lbs.)
Ocean City
Top Gun Watersports - Fish Tales
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3 Hours
Washington
3 Hours
Boat Rental
Shaods & Miracle Boat Jet Ski Rental
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Ages 18+ to drive • 30 Minutes - 1.5 Hours • For 2 adults or 1 adult and 2 children
Cambridge
30 Minutes - 1.5 Hours
Jet Ski Rental
Blackwater Adventures - Hyatt
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Includes 2 People • 1 or 2 Hour Rentals - Starting at $130
Edgewater
1-2 Hours
Kid-Friendly
Jet Ski Rental
South River Jet Ski Rentals
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$750 Value • Includes 5 Jet Ski Rentals
Jet Ski Rental
Blackwater Adventures - Hyatt
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Starting at $120 | One Hour Ride | Instant Ride Time
1 Hour
Fort Washington
1 Hour
Jet Ski Rental
Shaods & Miracle Boat Jet Ski Rental
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Explore Antigua by Sea! |Great for Beach breaks |Great for families! | From $102.50 Per Person
Five Islands Village
1.5 hours
Jet Ski Tour
Real Paradise Travel, LLC
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2 Hours • Washington D.C. Walking Tour
Washington
2 Hours
Meandering Map Tours
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2 Hours• Washington D.C. Cocktail Tasting
A two-hour history tour on the water!
Denton
2 Hours
Boat Tour
River City Cruise Co
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Ride the Train up the mountain then coast and pedal back downhill!
Starting at $127.99 | 60 Minutes | Up to 36 People | All Ages
$195 Per Passenger Or $995 Private Charter | Ages 21+ Only | Max 6 People | 2 Hours
St Michaels
2 hours
Private Tours
St. Michaels Sailing Charters
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3 Days. 2 Islands. 1 Unforgettable Chesapeake Journey.
3 Days
Private Tours
Experience Smith Island
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1 Hour
Fort Washington
1 Hour
Jet Ski Rental
Shaods & Miracle Boat Jet Ski Rental
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Ages 18+ • 3 hours
Ages 18+ • 3 hours
Discover Baltimore's Inner Harbor By SUP!
Ages 18+ • 3 hours
Ages 18+ • 3 hours
Ages 18+ • 3 hours •
3 Hours
Washington
3 Hours
Boat Rental
Shaods & Miracle Boat Jet Ski Rental
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$129 • OC's 6 Mile Ride & biggest free riding area in Ocean City!
Ocean City
1 hour
Boat Rental, Boat Tour, Jet Ski Rental, Jet Ski Tour
Under The Bridge Watersports
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Rentals are closed for the 2025 season. We'll reopen in May 2026!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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4 or 8 Hour Rental • Sunset Cruise Available • Up to 12 People
Edgewater
2-8 Hours
Boat Rental
South River Jet Ski Rentals
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For all ages! • 6 Hours • Up to 12 people
Key West
6 Hours
Private Tours
Boat Rental
That's What Sea Said, LLC
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3-8 Hour Rentals • Up to 10 People
Edgewater
3-8 Hours
Boat Rental
South River Jet Ski Rentals
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12 Passengers • Luxurious Comfort • Customer Favorite!
Edgewater
Half Day, Full Day, and Multi-Day Rentals Availa
Boat Rental
South River Boat Rentals
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3 Hours
Washington
3 Hours
Boat Rental
Shaods & Miracle Boat Jet Ski Rental
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For all ages! • 10 Hours • Up to 12 peopl3
Key West
10 Hours
Private Tours
Boat Rental
That's What Sea Said, LLC
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8 Passengers • Center Console • Great for Fishing or Cruising!
Edgewater
Half Day, Full Day, and Multi-Day Rentals Availa
Boat Rental
South River Boat Rentals
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Ages 18+ to Rent • All Ages Welcome • 1 Hour to 10 Day Rentals Available • Starting at $35
Annapolis
Kayak
Annapolis Canoe & Kayak
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Great for Families! | Every Wednesday and Sunday!
Annapolis
3 hours
Colonial Tours of Annapolis
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Annapolis
3 hour cruise
Island Princess Cruises
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Great for Families! | Every Friday, and Saturday!
Annapolis
Colonial Tours of Annapolis
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Catamarans are Great
3.5 Days • Learn to skipper a catamaran
Ages 7+ • 4 Days on the water! • Full day or half day options
Annapolis
Half & Full Day Camp
Kid-Friendly
Capital SUP Annapolis
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Ages 18+ to Rent • All Ages Welcome • 1 Hour to 10 Day Rentals Available • Starting at $25
Annapolis
Kayak
Annapolis Canoe & Kayak
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3 Days, 2 Nights, Liveaboard • Cruise and learn on a luxurious 40-foot catamaran
Ages 18+ to Rent • All Ages Welcome • 1 Hour to 10 Day Rentals Available • Starting at $35
Annapolis
Kayak
Annapolis Canoe & Kayak
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