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 website makes it easy to discover and book unforgettable day trips, tours, excursions, and unique experiences in Maryland - before you even start your vacation. With real-time availability, detailed activity information, and direct booking with trusted tour operators, you can secure the adventures you want without the stress of last-minute planning or sold-out experiences. Whether you’re seeking outdoor thrills, cultural discoveries, or relaxing local highlights in Maryland, we give you a simple, reliable way to plan ahead and make the most of every moment of your trip.
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!
$149 | 3 Hours | All Ages
Free Delivery within 6 Miles | Kayaks, Paddleboards, Tubes | North East, MD
North East
Kayak
Bay Venture Outfitters - North East
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Campers must be 9 years old and have on course experience • 5 days • Full Day
Germantown
Bretton Woods Recreation Center - Golf Department
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A customizable Choptank River cruise for up to 16 people!
Denton
2 Hours
Private Tours
Boat Tour
River City Cruise Co
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Half Day, & Full Day Available • Ages 7+ • Kids Camp. A week on the water full of fun!
Annapolis
Half day & full day options available
Kid-Friendly
Capital SUP Annapolis
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Sells Out Fast! • $139 Hour • 2 Adults and 1 Small Child per Jetski (or 450 lbs.)
Berlin
Top Gun Watersports - Campgrounds
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All Ages! • 1.5 Hours • Come love on some alpacas • Book Online! Tour Fills Up!
Earleville
Painted Sky Alpaca Farm
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1.5 Hour Tiki Charter with optional open bar!
Middle River
1 day, 9am to 5pm
Starboard Sailing
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All Ages • 2 Hours • Have an amazing event with friends and family! • Starting at $120
Elkton
2 Hours
Private Tours
Milburn Orchards
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Must be 21 years old to drive! • 3+ Hours • Sits 12 or 1639lbs MUST NOT EXCEED
Abingdon
3 - 8 Hours
Boat Rental
Bush River Boat Rentals
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With Captain Fits up to 10 people
Fort Washington
Boat Rental
KO Watersports 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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Now renting for 2026. Book Today!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Rentals, Water Activities, Wildlife
National Harbor
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2 hours - Sunrise and Sunset options available
Fort Washington
2 Hours
Boat Rental
KO Watersports 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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$129 • OC's Famous 6 Mile Ride, OC's 70 Minute Ride & the largest free riding area in Ocean City!
Ocean City
70 Minutes (not 60 like everyone else)
Boat Rental, Boat Tour, Jet Ski Rental, Jet Ski Tour
Under The Bridge Watersports
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Now renting for 2026. Book Today!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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Now renting for 2026. Book Today!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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Up to 10 Passengers • 115 HP • 2-6 Hour Rentals Available • NO Fuel Charge
Ocean City
2-8 Hours!
Boat Rental
Odyssea Watersports
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4 Locations • Unlimited Paddling Opportunities
Annapolis
Kayak, Rentals, Water Activities
Capital SUP Annapolis
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Starting at $69 Per Person | 2 Hour Tour | Great for Seafood Lovers!
Annapolis
Private Tours
Annapolis Eventours
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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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$1,695 per student Basic Coastal/Bareboat Cruising
3.5 Days • Learn to skipper a catamaran
3 Hours 30 Minutes • Ages 7 and up
1.5 Hours • Eco-Tours (Sundays) , Sunrise Paddles, Fireworks, Yappy Hour, and More!
Annapolis
1.5 Hours
SUP
Capital SUP Annapolis
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8 hours
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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4 hours
Annapolis
4 Hours
Boat Rental
Chesapeake Charter Experiences
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$695 per student | Basic Keelboat Sailing
60-Minute Harbor Cruise • BYO Snacks & Drinks • Relaxed Waterfront Views
Baltimore
1 Hour
Boat Tour
Harbor Boating Inc., Tours & Charters • Baltimore Water Taxi
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10 AM Departure • Thursday through Sunday
Crisfield
6.5
Smith Island Cruises
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The Fastest Ride In Ocean City!
Ocean City
45 minutes
Talbot Street Watersports
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Pedestrian, Bicycle, Motorcycles, Cars & Large Vehicles • Reserve in advance!
Royal Oak
One way trip takes approximately 10 minutes
Ferry
Oxford - Bellevue Ferry
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2 Hours • Where Chesapeake tides meet island vibes!
Solomons
2 Hours
Boat Tour
Big Kahuna Cruises
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Steam Locomotive 1309 | 1 Hour Long Experience
Cumberland
Western Maryland Scenic Railroad
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Starting at $39.98 • Weekly Drag Queen Shows • Fridays and Saturdays 7:00PM • Sundays 1:30PM
Baltimore
Rentals
Diva Royale Show
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Fireworks on the Water
8 hours
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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2 Hours • Where Chesapeake tides meet island vibes!
Solomons
2 Hours
Boat Tour
Big Kahuna Cruises
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2 Hours • beer, wine & soda included • Sells out, reserve now!
Baltimore
2 Hours
Boat Tour
Harbor Boating Inc., Tours & Charters • Baltimore Water Taxi
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All ages • 3 Hours • Enjoy sunset and the Cambridge fireworks show!
Cambridge
3 hours
Boat Tour
Blackwater Adventures - Hyatt
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Sunshine & Sips on the Bay! Cruises Departing Daily (21+)
Ocean City
1.5 Hours
Boat Tour
Seacrets Cruises
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60-Minute Harbor Cruise • BYO Snacks & Drinks • Relaxed Waterfront Views
Baltimore
1 Hour
Boat Tour
Harbor Boating Inc., Tours & Charters • Baltimore Water Taxi
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Bring your family for a crab feast on the river without the mess or the stress!
Denton
Boat Tour
River City Cruise Co
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All Ages • 1 Hour • More than an impressive Father’s Day gift!
Grasonville
1 Hour
Boat Tour
Chesapeake Water Tours - Kent Narrows
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Luxurious Sea Ray 470 • Upscale experience for professional clientele - Perfect for Corporate Events
Edgewater
3-4 Hours
Private Tours
Boat Tour
Express Yacht Charters
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Welcome Aboard! All Ages • 1.5 Hours • Full Bar Onboard
Grasonville
90 Minutes
Boat Tour
Chesapeake Water Tours - Kent Narrows
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Luxurious Cruiser Yacht • Intimate Experience for all ages • BYOB-friendly • High end BT Speakers
Edgewater
2-8 Hours
Private Tours
Boat Tour
Express Yacht Charters
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$115 Per Passenger Or $1195 Private Charter | Max 6 People | 2 Hours | Champagne
St Michaels
2 hours
Private Tours
St. Michaels Sailing Charters
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3 Hour Trip | Daily | 4-7pm
Ocean City
3 hours
Private Tours
Ocean City Fishing Center
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All Ages! • 8, 10, and 12 Hour Options • Starting at $1650
Ocean City
8, 10, and 12 Hour Options
Fishing
MobSquad Fishing
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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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Every Monday 6pm. Crystal bowl Sound bath.
Leonardtown
1 Hour
Wellness
Sound Flow SOMD
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For all ages! • 60-90 Minutes
North Beach
60-90 Minutes
Walking Tour
Chesapeake Windsail Cruises
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Ages 18+ • 3 hours
A renewal experience
Leonardtown
2 hours
Sound Flow SOMD
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Hop on and enjoy a relaxing boat ride!
Denton
Two Hours
Private Tours
Boat Tour
River City Cruise Co
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1 Hour l Drivers: Ages 18+ l Passengers: Ages 5+
Ocean City
Dorchester Street Jet Skis
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Ages 18+ • 3 hours
Ages 15+ • 3 hours
Starting at $39.98 • Ages 21+ • 2 Hours • Fridays and Saturdays 8:00PM
Baltimore
2 Hours
New Age Productions - HOM
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Ages 8+ • 3 hours
Starting at $380 • Driver: 25+ • Up to 8 People • Private Charter
Ages 15+ • 3 hours
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