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 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!
Today's Featured Tours Explore All
Paddle Memberships
All Ages • Unlimited Paddling Opportunities
Kayak, Rentals, Water Activities
Capital SUP Annapolis
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Guided Scenic Trip To Oxford
Up to 30 Passengers • Many Landmarks! • 8 Hours
Edgewater
8 hours
South River Boat Rentals
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4 Hour Shark Trips
All Ages Welcome • Shark Battles! • Up to 16 Passengers
Ocean City
Private Tours
Ocean City Girl
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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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Cruiser Yacht 3870 - Network Issues
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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Standard Tour
All Ages! • 1.5 Hours • Come love on some alpacas • Book Online! Tour Fills Up!
Earleville
Painted Sky Alpaca Farm
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Turkey Hunt
For all ages! • 5 hrs • Turkey Hunt
5 Hours
Wildlife
Tide & Timber Outfitters
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Carolina Skiff Boat
Up to 20 people! • Up to 12 hours • Rent a Carolina Skiff!
Crisfield
3 - 13 hrs
Kayak Crisfield
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Experience Annapolis Explore All
ASA 214 Catamaran Instructor
Catamarans are Great
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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Private Tiki Club Cruises - Nautilus Point
BYOB • 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
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
3 hour minimum
Annapolis
3 Hours
Boat Rental
Chesapeake Charter Experiences
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ASA 101 - Basic Keelboat
$695 per student | Basic Keelboat Sailing
Cruising Catamaran and Bareboat Chartering (ASA 104/114/IPC)
3.5 Days • Learn to skipper a catamaran
Blue Angels Cruise
Annapolis
3 hour 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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Boat Rentals Explore All
Pontoon Rentals
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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Signature Full Day
Up to 8 hours
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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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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19.5-ft Center Console
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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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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Signature Half Day
Up to 4 hours
Annapolis
4 Hours
Boat Rental
Chesapeake Charter Experiences
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Sunset Cruise
3 hour minimum
Annapolis
3 Hours
Boat Rental
Chesapeake Charter Experiences
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26’ Crest Tritoon
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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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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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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Private Tours Explore All
The Great Deal Passenger Shuttle
25 Miles all Downhill on The Great Allegheny Passage
Frostburg
Approx. 30 minutes
Tracks & Yaks LLC
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Island Adventure
90 minute Family Play Session
All Ages • 90 Minutes
Shoreline Shapes of the Chesapeake
Examples of of beautiful shorelines along the Bay and Rivers
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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The Baltimore Peninsula Passage
3.5 Miles • Local Wildlife • Kayaking Adventure
Baltimore
3.5 Miles
Guided Tour, Kayak
Akwatribe Kayaking Adventure
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Mountainview Fireside Social
8 Miles of Railbiking with campfire and s’mores!
Frostburg
8 miles (duration not specified)
Tracks & Yaks LLC
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McClintock Spirits Flight
A full flight of McClintock Spirits!
Experience Baltimore Explore All
Black Reconstruction in Lower Charles Village
For curious adults! • 1.5 hours
Baltimore
1.5 Hours
Full Story Baltimore LLC
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Couples Cook: Vegetarian Greek
Ages 18+ • 3 hours
I Love My Neighborhood Wood Sign Workshop
Celebrate Your Neighborhood! Celebrate Baltimore!
American Road Trip: Teen Summer Camp
Ages 13-17 • 1 week
Regional Mexican Cuisine
Ages 18+ • 3 hours
Scrapbook Club
Parent and Me: Vegetarian Brunch
Ages 8+ • 3 hours
Seasonal Soups and Stocks
Ages 15+ • 3 hours
Kayak Tours Explore All
1-Day Parking Pass/Launch Fee
All ages • All Day
Cambridge
All Day
Kayak
Blackwater Adventures
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Overnight 24 HR Bicycle Rental - Bayside Stand
Starting at $20 • Morning and Afternoon Options Available
Berlin
Kayak
Assateague Outfitters
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Our Signature Tour* Little Blackwater River Kayak Tour
All ages • 2 Hours • Look for wildlife as you paddle!
Cambridge
2 Hours
Kayak
Blackwater Adventures
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Off-Site Watersport Rental - Up to 3 Days
Free Delivery within 6 Miles | Kayaks, Paddleboards, Tubes | North East, MD
Kayak
Bay Venture Outfitters - North East
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Off-Site Watersport Rental - Up to 7 Days
Free Delivery within 6 Miles | Kayaks, Paddleboards, Tubes | North East, MD
Kayak
Bay Venture Outfitters - North East
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3 Day Watersports Rental - Bayside Stand
Any 3 Consecutive Days
Berlin
Canoe, Kayak, Private Sup, SUP
Assateague Outfitters
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Yearly Paddlesport Storage
Paddlesport Storage • May 1st - April 30th | North East, MD
North East
Kayak
Bay Venture Outfitters - North East
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Shoal Creek Guided Kayak Tour
All ages • 2 Hours • Explore an 18 acre wildlife refuge
Cambridge
2 Hours
Kayak
Blackwater Adventures - Hyatt
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Dad's Paddle Free – Father's Day Special!
Make this Father's Day one to remember | North East, MD
North East
2 Hours
Kayak
Bay Venture Outfitters - North East
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4 Hour Paddling Experience
Kayaks and Paddleboards | North East, MD | Up to 4 hours
North East
4 Hours
Kayak
Bay Venture Outfitters - North East
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Jet Ski Tours/Rental Explore All
2026 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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Single Rider Jet Skis
Single Rider Jet Skis Only • 1 or 2 Hour Rentals
Edgewater
1-2 Hours
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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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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3 Hour Bentley Pontoon Rental (Without captain)
3 Hours
Washington
3 Hours
Boat Rental
Shaods & Miracle Boat Jet Ski Rental
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Passenger Jet Ski Rentals
Includes 2 people • 1 or 2 Hour Rentals
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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60 Minute Jet Ski Tour
2 Jet Ski Minimum | Great for Groups
Five Islands Village
Real Paradise Travel, LLC
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Charm City Watersports
Guided Jet Ski Tour • 2 Hours • 1 to 2 Riders • Up to 10 riders per tour
Baltimore
2 hours
Jet Ski Tour
Charm City Watersports
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