Explore Things to Do in Maryland
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.
Book Your Experiences Today!
Planning the perfect vacation in Maryland is easier than ever with our all-in-one platform for finding and booking day trips, tours, excursions, and memorable local experiences. Browse curated activities, compare options, and check live availability so you can reserve your must-do adventures well before you arrive in Maryland. By booking ahead, you skip the hassle of searching once you're already on vacation and avoid missing out on popular experiences that fill up fast. Let us help you build a trip that’s smooth, stress-free, and filled with the moments you’ll remember most.
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!
Today's Featured Tours Explore All
Rental - Canoe at National Harbor
Rentals are closed for the 2025 season. We'll reopen in May 2026!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Canoe, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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General Admission
Open Year Round | Last Admission 1 Hour Before Closing
Shoreline Shapes of the Chesapeake
Examples of of beautiful shorelines along the Bay and Rivers
12 Hour Seabass Fishing from Chincoteague, Virginia
12 Hours
Kid-Friendly
The Ocean Princess
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Denton Ghost Walk
Starting at $20 | 1 Hour and 45 min | All Ages | Shep's Shadow and the Town Dog Killer
Choptank Riverboat's Dinner Cruise
3 Hour Cruise with Dinner | Reserve Now!
Suicide Bridge Restaurant / Sternwheeler
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50 ft Sea Rey Epic I
18+ to Book • 7 Day Charter • Explore the beaches of St. John VI on our beautiful yacht!
Red Hook
1 Full Week (7 Days)
Private Tours
Finch Yacht Charters
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Smith Island 3 Day Overnight Experience
3 Days. 2 Islands. 1 Unforgettable Chesapeake Journey.
3 Days
Private Tours
Experience Smith Island
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Feel The Breeze
Ages 21+ • 2 Hours • Up to 12 People
Washington
2 Hours
Private Tours
DMV Tour Group
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Boat Tours Explore All
Rum & Reggae Cruise
Island Beats, Seacrets Rum, and the Best Sunsets in Ocean City! (21+)
Ocean City
90 Minutes
Boat Tour
Seacrets Cruises
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Sunset Cruise - Grady White
Ages 5+ • Great for Couples • 2 Hour Private Cruise
Washington
2 Hours
Kid-Friendly, Private Tours
Boat Tour
Potomac Chesapeake Mariners LLC dba FishThePotomac
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Passion Island Adventure - Group
Ages 5+ • 4 Hours • Up to 8 people • Private Charter!
Cozumel
3 - 4 Hours
Private Tours
Boat Tour
Heavens De Cozumel Tours
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Daytime Tiki Cruise
Sunshine & Sips on the Bay! Cruises Departing Daily (21+)
Ocean City
1.5 Hours
Boat Tour
Seacrets Cruises
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Special 4th of July Fireworks Cruise on Lady Patty
St Michaels
4th of July Cruise, Boat Tour, Cruise / Large Boat, Fireworks Cruise
St. Michaels Sailing Charters
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Sunset Dinner Cruise • No Narration
2 Hour • All Ages
Annapolis
Boat Cruise, Boat Tour, Cruise / Large Boat, Evening Cruise, River Cruise, Sternwheeler/Riverboat, Sunset Cruise
Island Princess Cruises
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Heaven’s Island Escape - Individual
Ages 5+ • 4 Hours • Up to 8 people • Public Charter!
Cozumel
3 - 4 Hours
Boat Tour
Heavens De Cozumel Tours
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Sunset Cruise
All Ages • 2 Hours
Annapolis
Boat Tour, Sailing
Island Princess Cruises
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Captained Sunset Cruise
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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Seacrets Sunset Cruise
Ocean City’s Best Sunset Cruise Experience! (21+)
Ocean City
90 Minutes
Boat Tour
Seacrets Cruises
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Let's Go Sailing Explore All
Sunset Champagne Cruise on Lady Patty
$110 Per Passenger Or $645 Private Charter | Max 6 People | 2 Hours | Champagne and Hor D'oeurves
St Michaels
Private Tours
Beer Tour, Boat Tour, Cruise / Large Boat, Dinner Cruise, Food Tour, Harbor Tour, History Tour, River Cruise, Sailing, Sunset Cruise, Sunset Sail, Wine
St. Michaels Sailing Charters
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Two Hour Chesapeake Day Sail on Lady Patty
Max 13 People | Add On Beer/Wine Tasting!
St Michaels
Private Tours
Beer Tour, Boat Tour, Day Sail, Food Tour, Harbor Tour, History Tour, Private Wine Tour, Sailing, Wine
St. Michaels Sailing Charters
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Private Sunset Sailing Catamaran Charter
For all ages! • 2 Hour Charters • Perfect for the family!
2 Hour Charters
Private Tours
Sailing
Shore & Island Sailing Charters
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Wine Tasting Cruise on Lady Patty
$95 Per Passenger | Ages 21+ Only | Max 6 People
St Michaels
Private Tours
Boat Tour, Cruise / Large Boat, Harbor Tour, Private Wine Tour, Sailing, Wine
St. Michaels Sailing Charters
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Private Half Day Sailing Catamaran Charter
For all ages! • 4 Hour Charters • Perfect for the family!
4 Hour Charters
Private Tours
Sailing
Shore & Island Sailing Charters
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Sunset Cruise
All Ages • 2 Hours
Annapolis
Boat Tour, Sailing
Island Princess Cruises
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Private Full Day Sailing Catamaran Charter
For all ages! • 8 Hour Charters • Perfect for the family!
8 Hour Charters
Private Tours
Sailing
Shore & Island Sailing Charters
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Marriage Proposal Engagement Cruise on Lady Patty
Starting at $495 | Max 6 People | 2 Hours | Complimentary Champagne
St Michaels
Private Tours
Boat Tour, Cruise / Large Boat, Harbor Tour, Sailing, Sternwheeler/Riverboat, Wedding, Yacht Charter
St. Michaels Sailing Charters
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Private Sailing Lesson on Lady Patty
$425 Private Lesson | Max 6 People | 2 Hours | Learn To Sail!
St Michaels
Private Tours
Beer Tour, Boat Tour, Food Tour, Sailing, Wine
St. Michaels Sailing Charters
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Nautical Weddings & Elopements on Lady Patty
Boat Wedding Packages Start at $950
St Michaels
Boat Tour, Day Sail, Sailing, Wedding
St. Michaels Sailing Charters
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Kid-Friendly Tours Explore All
Sunday Lunch Cruise
3 Hour Cruise with Lunch
Suicide Bridge Restaurant / Sternwheeler
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Waterfowl Body Booting
For all ages! • 9 hours • Experience a traditional Waterfowl Hunt body booting hunt
9 Hours
Wildlife
Tide & Timber Outfitters
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Large Group / Bus Tours
Ages 3+ • Groups of 15 or more • 2.5 Hours • Full Tour of the Fiber Mill!
Earleville
Painted Sky Alpaca Farm
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Special Agent
60 Minutes | 65% Success Rate
Bowie
60 Minutes
Kid-Friendly
All In Adventures - Bowie, MD
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Pocomoke Ghost Walk
Starting at $20 | 1 Hour and 45 min | All Ages | Our Scariest Tour
Pocomoke City
Chesapeake Ghost Walks
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Meandering on the National Mall: A Walking Tour of the Memorials and Monuments
2 Hours • Washington D.C. Walking Tour
Washington
2 Hours
Meandering Map Tours
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Queen Room W/ Pull Out 2
$79.99 | Multiple Night Options
Frostburg
Private Tours
Trail Inn Lodging & Campground
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Special Agent
60 Minutes | 652% Success Rate
White Marsh
60 Minutes
Kid-Friendly
All In Adventures - White Marsh, MD
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Jet Ski Tours/Rental Explore All
60 Minute Jet Ski Tour
2 Jet Ski Minimum | Great for Groups
Five Islands Village
Real Paradise Travel, LLC
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26ft Double Decker Funship Pontoon
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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Yamaha Blaster
Single Rider Jet Ski • 1 or 2 Hour Rentals Single Rider • Starting at $100/hr
Edgewater
1-2 Hours
Jet Ski Rental
South River Jet Ski Rentals
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Custom Private Party Request
Edgewater
Private Tours
Boat Rental
South River Jet Ski Rentals
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1 Hour Jet Ski Rental - Frontier Town
Starting at $139 • 2 Adults & 1 Child per Jet Ski (or 450 lbs.)
Berlin
Top Gun Watersports - Campgrounds
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Jet Ski Rentals
1-2 people • 1 or 2 Hour Rentals • Starting at $100/hr
Edgewater
1-2 Hours
Kid-Friendly
Jet Ski Rental
South River Jet Ski Rentals
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Jet Ski Season Pass
$750 Value • Includes 5 Jet Ski Rentals
Jet Ski Rental
Blackwater Adventures - Hyatt
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24ft Tahoe Pontoon Rental
3-8 Hour Rentals • Up to 10 People
Edgewater
3-8 Hours
Boat Rental
South River Jet Ski Rentals
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2025 Season Passes
Buy More-Save More!
Edgewater
South River Jet Ski Rentals
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2Hr Jet Ski Tour
Explore Antigua by Sea! |Great for Snorkeling |Great for couples! | From $120 Per Person
Five Islands Village
Real Paradise Travel, LLC
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Experience Annapolis Explore All
Sunset Dinner Cruise • No Narration
2 Hour • All Ages
Annapolis
Boat Cruise, Boat Tour, Cruise / Large Boat, Evening Cruise, River Cruise, Sternwheeler/Riverboat, Sunset Cruise
Island Princess Cruises
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Historic Walking Tour
Great for Families! | Every Friday, and Saturday!
Annapolis
Colonial Tours of Annapolis
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Blue Angels Practice Day and Show Day - Private Tiki Club Cruise
Ages 5+ • 21+ to Drink • Up to 16 people • 4 Hours
Annapolis
Private Tours
Sea Suite Cruises Annapolis
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Cruising Catamaran and Bareboat Chartering (ASA 104/114/IPC)
3.5 Days • Learn to skipper a catamaran
ASA 214 Catamaran Instructor
Catamarans are Great
ASA 101 - Basic Keelboat
$695 per student | Basic Keelboat Sailing
Private Tiki Club Cruises - Nautilus Point
$45 - $55 • 8-16 people • 1 hour and 45 minutes
Annapolis
1 Hour 45 Minutes. Want more time? Contact us or
Private Tours
Sea Suite Cruises Annapolis
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Cruising Catamaran (ASA 114)
3 Days, 2 Nights, Liveaboard • Cruise and learn on a luxurious 40-foot catamaran
Severn River Lunch Cruise
All Ages • 2 Hours
Annapolis
Boat Tour
Island Princess Cruises
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Sunset Cruise
All Ages • 2 Hours
Annapolis
Boat Tour, Sailing
Island Princess Cruises
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Private Tours Explore All
Automatic Slingshot Rental
6 Hour Rental or 12 Hour Rental • Ages 25+ • Seats Two!
National Harbor
Capitol Hill Slingshot Rentals
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2025 Season Passes
Buy More-Save More!
Edgewater
South River Jet Ski Rentals
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Downtown / Boardwalk Foodie Tour
3 Hours | All Ages
North Beach Historic – Guided Walking Tour
For all ages! • 60-90 Minutes
North Beach
60-90 Minutes
Walking Tour
Chesapeake Windsail Cruises
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Sunday Lunch Cruise
3 Hour Cruise with Lunch
Suicide Bridge Restaurant / Sternwheeler
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Bareboat Chartering (ASA 104/IPC)
3.5 Days • Charter the world
Frostburg Flyer - Lounge (21+)
Ages 21+ • Ride in comfort and style!
Cumberland
5 Hours
Train
Western Maryland Scenic Railroad
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Private Full Day Sailing Catamaran Charter
For all ages! • 8 Hour Charters • Perfect for the family!
8 Hour Charters
Private Tours
Sailing
Shore & Island Sailing Charters
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Private Navigator Tours!
For all ages! • 2-4 Hours • Up to 49 guests
Washington
2-4 Hours
Private Tours
Boat Rental
Be You Charters
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