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!
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!
Today's Featured Tours Explore All
Evolving Tours
Ages 21+ • 3.5 Hours • Tasting and Non-Tasting Options
Cumberland
Lucky Brothers Tours, LLC
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Sunday Lunch Cruise
3 Hour Cruise with Lunch
Suicide Bridge Restaurant / Sternwheeler
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Full Story @ the Walters
An Independent Museum Tour Centering Black History & Histories of Empire
Baltimore
1 hour and 15 minutes
Full Story Baltimore LLC
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McClintock Spirits Flight
A full flight of McClintock Spirits!
Three Hour Rental
Kayaks & Paddleboards • Rentals available on the hour
Chesapeake Beach
Kayak
Rod N' Reel Resort
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St. Michaels Ghost Walk
Starting at $20 | 1 Hours and 45 min | All ages | Spirits of Rowdy Women
St Michaels
1.5 hours
Chesapeake Ghost Walks
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Private Bay Fishing Charters
Starting at $725 | Rods, bait, and tackle included!
Ocean City
2.5
Private Tours
Back Bay Adventures
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Beach Tent
Free Delivery and Setup! • 9:00AM to 5:00PM • 10x10 Beach Canopy
Special 4th of July Fireworks Cruise on Lady Patty
$175 Per Passenger Or $2095 Private Charter | 2 Hours | Max 13 People
St Michaels
2 Hours
Private Tours
4th of July Cruise, Boat Tour, Cruise / Large Boat, Fireworks Cruise
St. Michaels Sailing Charters
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Assateague Adventure Cruise II
1.25 Hour • Fun For Everyone
1.25 Hour
Talbot Street Watersports
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Boat Tours Explore All
Sunset Tour - Individual
Ages 5+ • 2 Hours • Up to 8 people • Public Charter!
Cozumel
2 Hours
Boat Tour
Heavens De Cozumel Tours
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Cozumel Island Hopping - Group
Ages 5+ • 6 Hours • Up to 8 people • Private Charter!
Cozumel
6 Hours
Private Tours
Boat Tour
Heavens De Cozumel Tours
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Sea Ray 470 – Network Issues II
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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Severn River Lunch Cruise
All Ages • 2 Hours
Annapolis
Boat Tour
Island Princess Cruises
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Morning Mimosa Cruise
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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Spear Fishing Tour - Individual
Ages 5+ • 3 - 4 Hours • Up to 8 people • Public Charter!
Cozumel
3 - 4 Hours
Boat Tour
Heavens De Cozumel Tours
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Half Day Private Sail on Lady Patty
Starting at $1895 | Max 13 People | 4.5 Hours
St Michaels
4.5 hours
Private Tours
Beer Tour, Boat Cruise, Boat Tour, Cruise / Large Boat, Day Sail, Food Tour, Harbor Tour, Private Wine Tour, River Cruise, Sailing, Sunset Cruise, Sunset Sail, Wine, Yacht Charter
St. Michaels Sailing Charters
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Sunset Champagne Cruise on Lady Patty
$115 Per Passenger Or $1195 Private Charter | Max 13 People | 2 Hours | Champagne
St Michaels
2 hours
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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Public Cruise Solomons Island
2 Hours • Where Chesapeake tides meet island vibes!
Solomons
2 Hours
Boat Tour
Big Kahuna Cruises
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Stingray Encounter & Snorkeling Tour - 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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Jet Ski Tours/Rental Explore All
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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Dorchester Jet Ski Tour
1 Hour l Drivers: Ages 18+ l Passengers: Ages 5+
Ocean City
Dorchester Street Jet Skis
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Custom Private Party Request
Edgewater
Private Tours
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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90 Minute Jet Ski Tour
Explore Antigua by Sea! |Great for Beach breaks |Great for families! | From $92.50 Per Person
Five Islands Village
Real Paradise Travel, LLC
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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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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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Jetski Rental
Starting at $125 • 2 Adults & 1 Child per Jet Ski (or 450 lbs.)
Ocean City
Top Gun Watersports - Fish Tales
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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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Experience Annapolis Explore All
Historic Walking Tour and Lunch/Dinner
Great for Families! | Every Wednesday and Sunday!
Annapolis
3 hours
Colonial Tours of Annapolis
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Sunset Cruise
All Ages • 2 Hours
Annapolis
Boat Tour, Sailing
Island Princess Cruises
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Severn River Lunch Cruise
All Ages • 2 Hours
Annapolis
Boat Tour
Island Princess Cruises
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(Small Group - Up to 6) Private "TIKI" Theme Tour of Annapolis City Harbor - Location: Annapolis, Nautilus Point
$75 • Ages 5+ • Up to 6 passengers • 1.5 Hour Cruise
Annapolis
Private Tours
Tour Boat Annapolis
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(Private Cruise • Up to 6) Special Event - 'BLUE ANGELS' - In Annapolis! 5/19 & 5/20
Private Boat - 3 Hour Tour to watch the Blue Angels from the water! Up to 6 People
Annapolis
Private Tours
Tour Boat Annapolis
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Eastport - 2026 Summer Camps
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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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 (ASA 114)
3 Days, 2 Nights, Liveaboard • Cruise and learn on a luxurious 40-foot catamaran
Historic Walking Tour
Great for Families! | Every Friday, and Saturday!
Annapolis
Colonial Tours of Annapolis
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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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Let's Go Sailing Explore All
Sunset Champagne Cruise on Lady Patty
$115 Per Passenger Or $1195 Private Charter | Max 13 People | 2 Hours | Champagne
St Michaels
2 hours
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
$95 Per Passenger Or $995 Private Charter | Max 13 People | Add On Beer/Wine Tasting!
St Michaels
2 hours
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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Wine Tasting Cruise on Lady Patty
$115 Per Passenger Or $1195 Private Charter | Ages 21+ Only | Max 13 People | 2 Hours
St Michaels
2 hours
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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Half Day Private Sail on Lady Patty
Starting at $1895 | Max 13 People | 4.5 Hours
St Michaels
4.5 hours
Private Tours
Beer Tour, Boat Cruise, Boat Tour, Cruise / Large Boat, Day Sail, Food Tour, Harbor Tour, Private Wine Tour, River Cruise, Sailing, Sunset Cruise, Sunset Sail, Wine, Yacht Charter
St. Michaels Sailing Charters
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Full Day Private Sail on Lady Patty
$2795 Private Charter | Max 13 People | 7 Hours
St Michaels
7 hours
Private Tours
Beer Tour, Boat Cruise, Boat Tour, Cruise / Large Boat, Day Sail, Food Tour, Harbor Tour, Private Wine Tour, River Cruise, Sailing, Sunset Cruise, Sunset Sail, Wine, Yacht Charter
St. Michaels Sailing Charters
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Sunset Cruise
All Ages • 2 Hours
Annapolis
Boat Tour, Sailing
Island Princess Cruises
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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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Private Sailing Lesson on Lady Patty
$995 Private Lesson | Max 13 People | 2 Hours | Learn To Sail A Historic Ketch!
St Michaels
2 hours
Private Tours
Beer Tour, Boat Tour, Food Tour, Sailing, Wine
St. Michaels Sailing Charters
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Private Sailing Catamaran Charter on Epiphany - Up to 13 People
Private Bareboat Sailing Charter on Epiphany | Up to 13 People | All Ages Welcome!
St Michaels
2 or more hours
Private Tours
Sailing
St. Michaels Sailing Charters
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Experience Baltimore Explore All
Seasonal Pies 101 (Fall/Winter)
Ages 15+ • 3 hours
Mastering the Mother Sauces
Ages 15+ • 3 hours
Bake On! Teens Summer Camp
Ages 13-17 • 1 week • Learn some essential skills!
Couples Cook: Japanese Ramen
Ages 18+ • 3 hours
Regional Italian Cuisine: 3-Part Series
Ages 18+ • 3 weeks
Around The World: Teen Summer Camp, Tour 1
Ages 13-17 • 1 Week • Take a culinary world tour!
Pasta Ripiena (Filled Pasta)
Ages 15+ • 3 hours
Boat Rentals Explore All
23? Parker
6 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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6 Hour Private Charter - Andiamo
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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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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Rental - Single Kayak 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, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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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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4 Hour Private Charter - Andiamo
For all ages! • 4 Hours • Up to 12 people
Key West
4 Hours
Private Tours
Boat Rental
That's What Sea Said, LLC
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26? Bennington Pontoon
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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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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10 Hour Private Charter - Andiamo
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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Lavish Charters
For all ages! • 2 - 6 Hours • Private Charter for up to 12 guests!
Washington
2-6 Hours
Private Tours
Boat Rental
Be You Charters
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