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!
Baltimore Yacht Basin 2600 Insulator Drive Baltimore Md, 21230
Baltimore
Akwatribe Kayaking Adventure
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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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Ages 25+ • 1 to 24 Hours • Explore in style! • Starting at $75
$110 per person | Alcohol Included (see description for details) | 2 hour cruise | Up to 23 people!
Ocean City
Private Tours
Go With The Flow
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Fun for all ages | Free tackle & frozen bait!
Ages 21+ • 3 Hours • Biking and wine tasting!
Vienna
3 Hours
Bike Tour
Blackwater Adventures
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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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Starting at $895 | Max 6 People | 2 Hours | Complimentary Champagne
St Michaels
2 hours
St. Michaels Sailing Charters
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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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1 Hour and 10-minute Ride -with a layover at the park
Walkersville
1 Hour & 10 Minutes
Walkersville Southern Railroad
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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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1 hour
Fort Washington
1 hour
Jet Ski Rental
KO Watersports LLC
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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
1 hour
Boat Rental, Boat Tour, Jet Ski Rental, Jet Ski Tour
Under The Bridge Watersports
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One Hour Ride | Instant Ride Time
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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3-8 Hour Rentals • Up to 10 People
Edgewater
3-8 Hours
Boat Rental
South River Jet Ski Rentals
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Edgewater
Private Tours
Boat Rental
South River Jet Ski Rentals
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1 Hour
Fort Washington
1 Hour
Jet Ski Rental
Shaods & Miracle Boat Jet Ski Rental
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Ride Baltimore’s Waterfront – 2-Hour Guided Jet Ski Experience
Baltimore
2 hours
City Tour, Guided Tour, Jet Ski Rental, Jet Ski Tour
Charm City Watersports
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1 Hour l Drivers: Ages 18+ l Passengers: Ages 5+
Ocean City
Dorchester Street Jet Skis
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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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Starting at $70| 24H Overnight Rental
Berlin
Kayak, Water Activities
Assateague Outfitters
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4 Years Old and Up · 5 Hours · 15 Mile Railbike Ride + 3 Mile Kayak Float
Frostburg
4 hours
Kayak
Tracks & Yaks LLC
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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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All ages • 1 - 8 Hours • Solo & Tandem!
Cambridge
1 - 8 Hours
Kayak, Rentals
Blackwater Adventures
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Kayaks & Paddleboards • Rentals available on the hour
Chesapeake Beach
Kayak
Rod N' Reel Resort
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Kayaks & Paddleboards • Rentals available on the hour
Chesapeake Beach
Kayak
Rod N' Reel Resort
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Designed for Cecil County Youth & their Guardians | North East, MD
North East
2 Hours
Kayak
Bay Venture Outfitters - North East
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Now renting for 2026. Book Today!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Canoe, 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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Ages 18+ to operate • 3 Day Minimum • 6 People Max • Call to book!
Cambridge
3 - 7 Days
Boat Rental
Blackwater Adventures - Hyatt
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Starting at $440 • 6 Passengers • Center Console with Bow Seating • Fun & Practical!
Edgewater
Half Day, Full Day, and Multi-Day Rentals Availa
Boat Rental
South River Boat Rentals
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Ages 18+ to drive • 1 Hour to 8 Hours • 10 people • Fishing not permitted from this vessel
Cambridge
1 Hour to 8 Hours
Boat Rental
Blackwater Adventures - Hyatt
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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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Up to 11 people! • Up to a Full Day • Rent a pontoon boat!
Crisfield
3 - 13 hrs
Boat Rental
Kayak Crisfield
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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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Up to 12 Passengers • 70 HP • 2-8 Hour Rentals Availablec • NO Fuel Charge
Ocean City
2-8 Hours
Boat Rental
Odyssea Watersports
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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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12 Passengers • Spacious & Comfortable • Great for a casual cruise or a party float!
Edgewater
Half Day, Full Day, and Multi-Day Rentals Availa
Boat Rental
South River Boat Rentals
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Book Now! • 4 Hour or 8 Hour Rentals • Starting at $429
Berlin
Private Tours
Top Gun Watersports - Campgrounds
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Join us for a **free** guided kayak tour, exclusively for Military/First Responders & their family!
Hollywood
2 hours
Kid-Friendly
Guided Tour, Kayak, Water Activities
Greenwell Foundation
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Ages 15+ • 3 hours
$2795 Private Charter | Max 13 People | 7 Hours
St Michaels
7 hours
Private Tours
St. Michaels Sailing Charters
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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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3 Hour Trip | Daily | FREE Rod Rentals
Ocean City
Private Tours
Ocean City Fishing Center
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Moët & Chandon Champagne — By the Bottle
Cumberland
Western Maryland Scenic Railroad
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Boat Wedding Packages Start at $1445 | Max 13 People | Complimentary Champagne
St Michaels
2 hours
Private Tours
St. Michaels Sailing Charters
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Photographer-focused access to Smith Island scenes, wildlife, and pelican habitat.
Crisfield
6 Hours
Experience Smith Island
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All Ages Welcome | Groups of 15+ | Discounted Group Rates!
Rising Sun
Private Tours
Plumpton Park Zoo
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The Ultimate Sunset Experience! Full Bar Onboard
Grasonville
90 Minutes
Boat Tour
Chesapeake Water Tours - Kent Narrows
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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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Island Beats, Seacrets Rum, and the Best Sunsets in Ocean City! (21+)
Ocean City
90 Minutes
Boat Tour
Seacrets Cruises
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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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A two-hour history tour on the water!
Denton
2 Hours
Boat Tour
River City Cruise Co
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2-hour private cruise. Bring food, drinks & music. Perfect for birthdays, sightseeing & more.
Baltimore
2 hours
Private Tours
Boat Tour, Eco Tour, Guided Tour, Sailing
Boat Baltimore LLC
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Private Experience • Unmatched Breathtaking Views • 3 Hours • Sells Out - Book Now!
Edgewater
3 hours
Private Tours
Boat Tour
South River Boat Rentals
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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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Ocean City’s Best Sunset Cruise Experience! (21+)
Ocean City
90 Minutes
Boat Tour
Seacrets Cruises
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Start Your Day the Island Way – Morning Mimosas on the Bay! (21+)
Ocean City
1.5 Hours
Boat Tour
Seacrets Cruises
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All Ages • Unlimited Paddling Opportunities
Annapolis
Kayak, Rentals, Water Activities
Capital SUP Annapolis
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Capital SUP X B'more SUP
Ages 18+ to Rent • All Ages Welcome • 1 Hour to 10 Day Rentals Available • Starting at $35
Annapolis
Annapolis Canoe & Kayak
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8 hours
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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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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4 colors per canvas
Annapolis
25 Minutes
Sip & Spin Art
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$895 per student | Basic Coastal Cruising
Annapolis
SUP
Capital SUP Annapolis
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2 hours (option to add extra time)
Annapolis
2 Hours
Boat Rental
Chesapeake Charter Experiences
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