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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.

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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

Private
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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Full Day Golf Camp

Campers must be 9 years old and have on course experience • 5 days • Full Day

Germantown
Bretton Woods Recreation Center - Golf Department
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Private
Summertime Parties & Private Events

All Ages • 2 Hours • Have an amazing event with friends and family! • Starting at $120

Elkton
2 Hours
Private Tours
Milburn Orchards
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Kid-Friendly
Ages 6+
4.9
Eastport Daily Drop-In Summer Camps

Half Day, & Full Day Available  • Ages 7+ • Kids Camp. A week on the water full of fun!

Annapolis
Half day & full day options available
Kid-Friendly
Capital SUP Annapolis
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4.7
Liquid Tiki Charter

1.5 Hour Tiki Charter with optional open bar!

Ocean City
Liquid Limo
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Savor the Bay Foodie Cruise

$149 | 3 Hours | All Ages

Ocean City
OC Foodie Tour
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1 Hour Jetski Rental - Castaways

Sells Out Fast! • $139 Hour • 2 Adults and 1 Small Child per Jetski (or 450 lbs.)

Berlin
Top Gun Watersports - Campgrounds
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Off-Site Watersport Rental - Up to 24 Hours

Free Delivery within 6 Miles | Kayaks, Paddleboards, Tubes | North East, MD

North East
Kayak
Bay Venture Outfitters - North East
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4.8
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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Experience Baltimore Explore All

Ages 21+
5
The Literary Link Up Tour | Art of Aromatherapy | Shay Davis - Baltimore, MD

Where stories, self-care, and connection meet

Baltimore
90 minutes
Blumoon Scents
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Couples Cook: French Provençal

Ages 18+ • 3 hours

Baltimore
Baltimore Chef Shop
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Ages 18+
Kelly Whalen Health & Wellness Series

Ages 18+ • Open to the Public • Saturday and Sunday

Baltimore
1 Hour
Baltimore Swim & Social Club
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River Fit- Enduro Series Fitness Class

Baltimore Yacht Basin 2600 Insulator Drive Baltimore Md, 21230

Baltimore
Akwatribe Kayaking Adventure
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Couples Cook: Thai Street Food

Ages 18+ • 3 hours

Baltimore
Baltimore Chef Shop
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Couples Cook: Moroccan Cuisine

Ages 18+ • 3 hours

Baltimore
Baltimore Chef Shop
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Ages 16+
Charm City Signature Tour

Ride Baltimore’s Waterfront – 2-Hour Guided Jet Ski Experience

Baltimore
2 hours
City Tour, Guided Tour, Jet Ski Rental, Jet Ski Tour
Charm City Watersports
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Parent and Me: S'mores from Scratch

Ages 8+ • 3 Hours

Baltimore
Baltimore Chef Shop
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Boat Tours Explore All

Sightseeing Cruise

Welcome Aboard! All Ages • 1.5 Hours • Full Bar Onboard

Grasonville
90 Minutes
Boat Tour
Chesapeake Water Tours - Kent Narrows
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Private
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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Ages 16+
70 (Not 60) Minute Jet Ski Ride

$129 • OC's Famous 6 Mile Ride, OC's 70 Minute Ride & the largest free riding area in Ocean City!

Ocean City
70 Minutes (not 60 like everyone else)
Boat Rental, Boat Tour, Jet Ski Rental, Jet Ski Tour
Under The Bridge Watersports
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4th of July Sunset Cruise & Dockside Fireworks

All Ages • 2 Hours • Limited Tickets on Sale Now!

Grasonville
2 Hours
Boat Tour
Chesapeake Water Tours - Kent Narrows
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Fireworks From The Water

July 4th • 2 Hours • beer, wine & soda included • Sells Out!

Baltimore
2 Hours
Boat Tour
Harbor Boating Inc., Tours & Charters • Baltimore Water Taxi
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Public Crab Feast Cruise August 15th 1pm - 3pm

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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Private
Wicomico River Tiki Charter (6 People)

Up to 6 People • 1.5 to 3 Hours • Ride on our 23' Boat

Salisbury
1.5 to 3 hours
Private Tours
Boat Tour
Rising Tide Charters
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Public History on the Choptank River Cruise

A two-hour history tour on the water!

Denton
2 Hours
Boat Tour
River City Cruise Co
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July 4th Fireworks Cruise

All ages • 3 Hours • Enjoy sunset and the Cambridge fireworks show!

Cambridge
3 hours
Boat Tour
Blackwater Adventures - Hyatt
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SAIL250: Sunset with The Fleet

2 Hours • beer, wine & soda included • Sells out, reserve now!

Baltimore
2 Hours
Boat Tour
Harbor Boating Inc., Tours & Charters • Baltimore Water Taxi
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Private Tours Explore All

Pumpkin Patch Express Zombie Wild West

Approximately 45 Minutes + 20 Minute Layover at the Pumpkin Patch • FALL-Aboard!

Walkersville
Approximately 45 Minutes + 20 Minute Layover at
Walkersville Southern Railroad
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Ages 21+
Seacrets Sunset Cruise

Ocean City’s Best Sunset Cruise Experience! (21+)

Ocean City
90 Minutes
Boat Tour
Seacrets Cruises
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Kid-Friendly
Ages 5+
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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4.6
Frostburg Flyer - Dome Class

180° Views in a Glass Dome! All Ages

Cumberland
5 Hours
Train
Western Maryland Scenic Railroad
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Signature Cruise

Our 2 hour Signature Cruise is available Saturday & Sunday: 11-1pm, 1:30-3:30pm, and 4-6:00pm

Chesapeake City
M/V Summer Breeze
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5
Private
Large Group & Private Charter Catering on Epiphany

Chef-Prepared Onboard Dining

St Michaels
Private Tours
St. Michaels Sailing Charters
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Costumes & Cocktails

2 Hours • Ages 21+ Only

Walkersville
1 Hour & 10 Minutes
Walkersville Southern Railroad
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Kayak Tours Explore All

2 Hour Paddling Experience

Most popular option! | North East, MD | Up to 2 hours

North East
2 Hours
Kayak
Bay Venture Outfitters - North East
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Ages 18+
Single Kayak

18+ to Rent • 1-7 Day Options

Accident
1–7 day options
Kayak
Deep Creek Paddle Co.
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4.9
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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Kayak Rental

Rent for 2hr or up to a full week! • Single or Tandem Kayaks

Crisfield
Rentals from 2hrs up to a full week
Kayak
Kayak Crisfield
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1 Hour Paddling Experience

Kayaks and Paddleboards | North East, MD | Up to 1 hour

North East
1 Hour
Kayak
Bay Venture Outfitters - North East
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Kid-Friendly
Ages 4+
Rental - Canoe at National Harbor

Now renting for 2026. Book Today!

Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Canoe, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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Track and Yak

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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4.2
One Hour Rentals

Kayaks & Paddleboards • Rentals available on the hour

Chesapeake Beach
Kayak
Rod N' Reel Resort
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4.9
Non-Motorized Multi-Day Rental

Kayaks, Bikes, Canoes, SUPs, Hobie Wave Catamarans

Cambridge
1 - 7 Days
Kayak, Rentals
Blackwater Adventures
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Rentals at Mariner Point Park

$55 2 hours | $90 full day | KAYAR OR SUP | Great weekend fun!

Joppatowne
Kayak
Ultimate Watersports
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Boat Rentals Explore All

21-ft Deck Boat

Ages 18+ to drive • 1 Hour to 8 Hours • 10 people • Fishing not permitted from this vessel

Cambridge
1 Hour to 8 Hours
Boat Rental
Blackwater Adventures - Hyatt
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27’ Godfrey 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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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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4.7
90 HP Pontoon Boat

Up to 12 Passengers • 90 HP • 2-8 Hour Rentals Available • NO Fuel Charge

Ocean City
2-8 Hours!
Boat Rental
Odyssea Watersports
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4.7
115 HP Tri-Toon Pontoon Boat

Up to 10 Passengers • 115 HP • 2-6 Hour Rentals Available • NO Fuel Charge

Ocean City
2-8 Hours!
Boat Rental
Odyssea Watersports
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Private
Self Care Package on the Water (With Captain)

Massage on the water

Fort Washington
2 Hours
Private Tours
Boat Rental
KO Watersports LLC
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Bennington Pontoon Rental

With Captain Fits up to 10 people

Fort Washington
Boat Rental
KO Watersports LLC
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Kid-Friendly
Ages 4+
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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4.9
Triumph 190 Multi-Day Rental

Ages 18+ to operate • 3 Day Minimum • 6 People Max

Cambridge
3 - 7 Days
Boat Rental
Blackwater Adventures
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Kid-Friendly Tours Explore All

5
Boxed Lunches on Lady Patty

Fresh Boxed Lunches for Your Sailing Experience

St Michaels
St. Michaels Sailing Charters
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4.9
Paddle Memberships

4 Locations • Unlimited Paddling Opportunities

Annapolis
Kayak, Rentals, Water Activities
Capital SUP Annapolis
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El Salvador Retreat 2027

Coastal Renewal with Anna & Renah

Phoenix
4 nights, 5 days
FloYo Travels
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Ages 21+
Hunk-O-Mania Male Revue Show - Baltimore

Starting at $39.98 • Ages 21+ • 2 Hours • Fridays and Saturdays 8:00PM

Baltimore
2 Hours
New Age Productions - HOM
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Ages 21+
5
Bachelorette Bachelor Party Cruise on Lady Patty

Starting at $995 | Max 13 People | 2 Hours | Complimentary Champagne

St Michaels
2 hours
St. Michaels Sailing Charters
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Private
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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Gentle Yoga & Mindful Meditation

A Magical Evening on the Farm

Finksburg
Black Barn Alpacas
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Private
Exclusive Private Boat Cruise

The Perfect Venue For Your Next Event!

North East
2 Hours (Additional time may be available)
Private Tours
Chesapeake Water Tours - North East
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Private
Private Cruises

Up to 4 Hours • All Ages • Pet Friendly • Drinks and Snacks Welcomed

St Michaels
Private Tours
St. Michaels Harbor Shuttle Services
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ASA103/104 Basic Coastal Cruising & Bareboat Cruising (5 day)

Earn your ASA 103 and 104 certifications in our popular 5-day live aboard class.

Havre De Grace
BaySail School of Sailing LLC
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