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!
[$350-$500] For all ages! • 3-4 Hours • Join Cpt. Don for an Epic Chesapeake Bay Fishing Experience!
Fells Point
3-4 Hours
Private Tours
Fishing
Captain Don's Fishing Charters
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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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$42 per person • Up to 4 people in a room • 20 mins • Have fun and relieve stress!
Glen Burnie
Rage Room of Maryland
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Ages 5+ • 6 Hours • Up to 8 people • Private Charter!
Owings Mills
6 Hours
Private Tours
Boat Tour
Heavens De Cozumel Tours
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3 Hours 30 Minutes • Ages 7 and up
400, 600, 800 feet… you choose! • Premium flights on brand new boats! • 54th St. Location
Ocean City
Entire experience takes about an hour, which inc
O.C. Parasailing
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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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All Ages! • 1.5 Hours • Come love on some alpacas • Book Online! Tour Fills Up!
Earleville
Painted Sky Alpaca Farm
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A full flight of McClintock Spirits!
For all ages! • 7 hours • Resident Goose Hunt
Towson
7 Hours
Wildlife
Tide & Timber Outfitters
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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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Welcome Aboard! All Ages • 1.5 Hours • Full Bar Onboard
Grasonville
90 Minutes
Boat Tour
Chesapeake Water Tours - Kent Narrows
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2 Hours • Where Chesapeake tides meet island vibes!
Solomons
2 Hours
Boat Tour
Big Kahuna Cruises
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Ages 5+ • 4 Hours • Up to 8 people • Private Charter!
Owings Mills
3 - 4 Hours
Private Tours
Boat Tour
Heavens De Cozumel Tours
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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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Ages 5+ • 2 Hours • Up to 8 people • Private Charter!
Owings Mills
2 Hours
Private Tours
Boat Tour
Heavens De Cozumel Tours
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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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$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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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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Ocean City’s Best Sunset Cruise Experience! (21+)
Ocean City
90 Minutes
Boat Tour
Seacrets Cruises
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Kayaks & Paddleboards • Rentals available on the hour
Chesapeake Beach
Kayak
Rod N' Reel Resort
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Unlimited kayak rentals and discounted tours!
Cambridge
Kayak
Blackwater Adventures
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Kayaks and Paddleboards | North East, MD | Up to 1 hour
North East
1 Hour
Kayak
Bay Venture Outfitters - North East
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All ages • 4 or 8 Hours • Kayaks, Canoes, SUPs!
Cambridge
4 or 8 Hours
Kayak, Rentals
Blackwater Adventures
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Kayaks and Paddleboards | North East, MD | Up to 4 hours
North East
4 Hours
Kayak
Bay Venture Outfitters - North East
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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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All ages • All Day
Cambridge
All Day
Kayak
Blackwater Adventures
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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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Adults $55, Children $50 | 2 Hours | Explore Back Bays Searching for Wild Life!
Starting at $25 Per Person | 1 Hour 30 Minutes | Learn the Basics of SUP!
Deale
Kayak
Chesapeake Paddle Sports
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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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All Ages! · 90 Minutes
Frostburg
90 minutes
Tracks & Yaks LLC
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From 10am-9pm - Up to 2 Passengers • Starting at $199• Age 25+ to Rent • All-Day Ride Rentals
Forest Heights
Might as Well Ride
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3 Days, 2 Nights, Liveaboard • Cruise and learn on a luxurious 40-foot catamaran
Ages 13+ • Up to 6 People • Additional Hours available!
See Greenwell State Park from a new perspective!
Hollywood
2 hours
Kid-Friendly
Kayak, Water Activities
Greenwell Foundation
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In-Person Class • Ages 18+ • 3 hours
3 x 2 Hour Rentals @ 1 Flat Rate | North East, MD
North East
Kayak
Bay Venture Outfitters - North East
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This isn’t an escape. It’s a return to yourself.
Phoenix
5 nights, 6 days
Private Tours
FloYo Travels
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$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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Starting at $25/Hour • 1-2 Hour Rentals • All ages • Single & Tandem Kayaks, Stand Up Paddleboards!
Annapolis
1-2 Hours
Kayak, 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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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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Ages 18+ to Rent • All Ages Welcome • 1 Hour to 10 Day Rentals Available • Starting at $25
Annapolis
Annapolis Canoe & Kayak
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Great for Families! | Every Friday, and Saturday!
Annapolis
Colonial Tours of Annapolis
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$1,695 per student Basic Coastal/Bareboat Cruising
$1095 per student | Bareboat Cruising
Annapolis
1.5 Hour Tours
SUP
Capital SUP Annapolis
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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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1.5 Hours • Take your practice to the water
Annapolis
SUP, Wellness, Yoga
Capital SUP Annapolis
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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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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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Rentals begin May 16th. Reserve your spot now!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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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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Rentals begin May 16th. Reserve your spot now!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Canoe, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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Ages 18+ to drive • 1 Hour to 8 Hours • 11 people • Fishing not permitted from this vessel
Cambridge
1 Hour to 8 Hours
Boat Rental
Blackwater Adventures - Hyatt
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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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2 hours (option to add extra time)
Annapolis
2 Hours
Boat Rental
Chesapeake Charter Experiences
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Ages 18+ to drive • 1 Hour to 8 Hours • 8 People • Very comfortable seating
Cambridge
1 Hour to 8 Hours
Boat Rental
Blackwater Adventures - Hyatt
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Ages 18+ • 3 hours
Ages 18+ • 3 hours
Ages 15+ • 3 hours
Nicks at Fish House/Baltimore Yacht Basin 2600 Insulator Drive Baltimore Md, 21230
Baltimore
1 - 8 Hours
Kid-Friendly
Kayak
Akwatribe Kayaking Adventure
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In-Person Class • Ages 18+ • 3 hours
Enjoy free pool admission • Discounted fitness classes and events
Baltimore
Baltimore Swim & Social Club
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