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
Ocean City, MD - Small Group
All Ages • Two Hours • Up to Six Guests
Ocean City
Private Tours
Teraloom
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Diva Royale - Drag Queen Show Baltimore
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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Bottom Fishing Headboat
Bottom Fishing • Tickets Sold Per Person • Up to 16 passengers! • Ages 4+ • 5 hours
Solomons
5
Kid-Friendly
LJK Outdoors
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Groom a Pony
Learn how to groom a pony • 30 Min. • All ages
Finksburg
Creatures Great & Small Animal Park
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Weekend Pass
Shell-ebrate all weekend long!
Leonardtown
Food Tour
U.S. Oyster Festival
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Kayak Rental
Nicks at Fish House/Baltimore Yacht Basin 2600 Insulator Drive Baltimore Md, 21230
Baltimore
1 - 8 Hours
Kid-Friendly
Kayak
Akwatribe Riversports
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Bay Cabana
21+ • 3 hours • Fits up to 20 people • Drink Service only
Ocean City
3 hours
Private Tours
Rentals
Seacrets
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Retul Motion Capture Pro Fitting with Laurie (College Park)
3 Hours (approx)
Parasail Ride
Starting at $84 | 400, 600, 800 ft. flights | Longest flight times on the island!
Ocean City
up to 1.5 Hours on boat | Flight Time: 10-12 min
Kid-Friendly
Island Parasail
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Pizza Nights on the Farm
All Ages • 3 Hours • Up to 8 People Per Table • Saturday Nights
Experience Annapolis Explore All
FULL-DAY ESCAPE
8 hours
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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Paddle Memberships
4 Locations • Unlimited Paddling Opportunities
Annapolis
Kayak, Rentals, Water Activities
Capital SUP Annapolis
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Private Tiki Boat - 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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Yoga & Fitness Packages 2026
Nautilus Point, Annapolis - Rentals
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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Extended "Off-Site" Rentals
1-14 Day Off-Site Rentals • Single & Tandem Kayaks, Stand Up Paddleboards
Annapolis
Kayak, SUP
Capital SUP Annapolis
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ASA 106 Advanced Coastal Cruising
Ages 18+ • 4 days
Annapolis
4 Day Course
Heritage Sails LLC
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SUNSET CRUISE
2 hours (option to add extra time)
Annapolis
2 Hours
Boat Rental
Chesapeake Charter Experiences
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Nautilus Point, Annapolis - Special Events & Tours
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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Eastport Performance Paddling Series
Unlimited Race Training • May-August
Annapolis
75 Minutes
SUP
Capital SUP Annapolis
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Kayak Tours Explore All
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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Layton’s Chance Winery Kayak Tour
Ages 21+ • 3 Hours • Paddling and wine tasting!
Vienna
3 Hours
Kayak, Wine
Blackwater Adventures
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Solo Sit-On-Top Kayak Rental
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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Tandem Kayak Rental
St Michaels
2 Hours - 7 Days
Kayak
Shore Pedal & Paddle
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Guided Kayak Tour - Active/Reserved/Retired Military and First Responders
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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Rental - Double Kayak at National Harbor
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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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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Three Hour Rental
Kayaks & Paddleboards • Rentals available on the hour
Chesapeake Beach
Kayak
Rod N' Reel Resort
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Fishing Kayak Rental
All ages • 1 - 8 Hours • Solo Kayaks!
Cambridge
1 - 8 Hours
Kayak, Rentals
Blackwater Adventures
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Special Event Paddles
What’s a special event paddle?- It’s kayaking with added activities!
Hollywood
2-3 hours
Kid-Friendly
Kayak
Greenwell Foundation
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Experience Ocean City Explore All
Big Adventure Parasail
A 60 min Parasail Adventure for up to 12 riders ages 5 & up
Ocean City
60 Minutes
Kid-Friendly, Private Tours
OC Banana
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Ocean City, MD - Large Group
All Ages • Two Hours • Up to 70 Guests
Ocean City
Private Tours
Teraloom
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Sunset Cruise
1 Hour • Up to 6 People
Ocean City
1 Hour
Reel Naughty SportFishing
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Savor the Bay Foodie Cruise
$149 | 3 Hours | All Ages
Land Cabana
21+ • 4 hours • Up to 12 people • Food & Drink Service
Ocean City
4 hours
Rentals
Seacrets
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OC Banana Boat
A 60 minute BANANA BOAT Adventure for up to 12 riders ages 5 & up
Ocean City
60 Minutes
Kid-Friendly, Private Tours
OC Banana
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Distillery Tours
Ages 21+ • 1 Hour • Learn the Process!
Ocean City
1 Hour
Distillery
O.C. Seacrets Inc.
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Half Day Fishing
Great for families| 4 Hours | Children 12 & Under
Ocean City
4 Hours
The Ocean Princess
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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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OC Parasail Downtown
400, 600, 800 feet… you choose! • Premium flights on brand new boats! • Talbot St. Location
Ocean City
Entire experience takes about an hour, which inc
Parasail
O.C. Parasail
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Boat Rentals Explore All
Rental - Pedal Boat at National Harbor
Now renting for 2026. Book Today!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Rentals, Water Activities, Wildlife
National Harbor
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Rental - Single Kayak at National Harbor
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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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' Hurricane(s)
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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Rental - Double Kayak at National Harbor
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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24-ft Pontoon Boat
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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Custom Cruise with Captain
2 hours - Sunrise and Sunset options available
Fort Washington
2 Hours
Boat Rental
KO Watersports LLC
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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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PONTOON CRUISER RENTAL
Must be 21 years old to drive! • 3+ Hours • Sits 12 or 1639lbs MUST NOT EXCEED
Abingdon
3 - 8 Hours
Boat Rental
Bush River Boat Rentals
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SUNSET CRUISE
2 hours (option to add extra time)
Annapolis
2 Hours
Boat Rental
Chesapeake Charter Experiences
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Experience Baltimore Explore All
Couples Cook: Vegetarian Indian Cuisine
Ages 18+ • 3 hours
American Steakhouse Dinner
In-Person Class • Ages 18+ • 3 hours
Couples Cook: A Taste of Burma
Ages 18+ • 3 hours
Parent and Me: Chocolates
Ages 8+ • 3 hours
Couples Cook: Vegetarian Thai Street Food
Ages 18+ • 3 hours
Couples Cook: Sushi
In Person Class • Ages 18+ • 3 hours
Couples Cook: New Orleans Creole
Ages 18+ • 3 hours
Pasta Ripiena (Filled Pasta)
Ages 15+ • 3 hours
Private Tours Explore All
Full Day Private Sail on Lady Patty
$2795 Private Charter | Max 13 People | 7 Hours
St Michaels
7 hours
Private Tours
St. Michaels Sailing Charters
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Baltimore’s Inner Harbor
$380 Flat ($425.60 with tax & fees) • 2 Hours • Up to 8 Guests • BYOB • Private Cruise
Baltimore
2 hours
Private Tours
YACHTSY
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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
St. Michaels Sailing Charters
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Beer Tasting Cruise on Epiphany
$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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Black Broadway - U Street Tour
2.5 Hours • Public or Private Tours • Our Favorite Street in the City!
Hyattsville
2.5 Hours
Private Tours
Food Tour
Blue Fern Travel
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4 Hour Trolling Trips
All Ages Welcome • Spanish and King Mackeral! • Up to 16 Passengers
Ocean City
Private Tours
Ocean City Girl
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Sunset Boat Cruise
2 Hours | Available ONLY Monday-Thursday
Ocean City
2-hrs
Private Tours
OC Swim Call
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Build-Your-Own Private Choptank River Cruise
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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Half Day Private Sail on Epiphany
Starting at $1695 | Max 6 People | 4.5 Hours
St Michaels
4.5 hours
Private Tours
St. Michaels Sailing Charters
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Private Bonfire Hayrides
Ages 2+ • 2 Hours • Nighttime Fun! • Starting at $340
Elkton
2 Hours
Private Tours
Milburn Orchards
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