Top Maryland Luxury Tours

Q: What are the best options for Maryland Luxury Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Maryland Luxury Tours are: Baltimore Inner Harbor Sail on the Unforgettable Sunset Cruise on Scenic Chesapeake Bay 2-Day Niagara Falls Tour from D.C. w/ Overnight in the Falls Area Executive Bus Private Day and Night Custom Tour of Washington DC South Mountain Private Battlefield Tour

Q: What are the best kid-friendly options for Maryland Luxury Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Maryland Luxury Tours are: Fells Point Food Tour in Baltimore Sailboat Cruise on Chesapeake Bay Mount Vernon and The Millionaires, 2 hour Walking Tour Historic Annapolis Walking Tour - Small Group Guided Tour 2-Hour Relaxing Chesapeake Day Sail on Lady Patty View all kid-friendly Tours →

Q: Which Maryland Luxury Tours have Instant Confirmation?

Maryland Luxury Tours with Instant Confirmation include: Baltimore Walking Foodie Tour in Fells Point Stretch Limo Private Day and Night Custom Tour of Washington DC 4- Hour Private customizable Washington DC Tour Baltimore History Sail on the Summer Wind Tipsy History Tour: 300+ Years of Annapolis Drinking History View all Tours with Instant Confirmation →

Q: I need a ride! Which Maryland Luxury Tours have Hotel Pickup?

No problem. These Maryland Luxury Tours include Hotel Pickup: Stretch Limo Private Day and Night Custom Tour of Washington DC 4- Hour Private customizable Washington DC Tour Luxury SUV Private Day or Night Tour of Washington DC 3- Hour Private Customizable Washington, DC Tour 3- Hour Private Customizable Moonlight Washington DC Tour View all Tours with Hotel Pickup →

Q: Got any more Maryland trip ideas?

We sure do. Check out our curated lists of hand-picked Maryland Tours. Top 10 Maryland 2026 Senior-friendly tours Maryland The best tours and activities for culture lovers in Maryland Top Day Trips from Maryland Things to do in Maryland this summer View all Maryland Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Maryland?

Based on our sales data over the past year, the most popular styles of tours and activities in Maryland are: Maryland Luxury & Special Occasions Maryland Luxury Tours Maryland Cultural & Theme Tours Maryland Historical & Heritage Tours Maryland Tours & Sightseeing View all tour styles in Maryland →

Day on the Bay Cruise from Annapolis to St Michaels

Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining, …More

Annapolis, USA

5.0 (3)

Day on the Bay Cruise from Annapolis to St Michaels

Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining,...

8 hours Free Cancellation

5.0 (3)

from
$157

Baltimore Haunted Pub Crawl Fells Point Ghosts Bars and Poe

Drink your way through the haunted side of historic Fells Point on Spirits of Fells Point, Baltimore’s adults-only haunted pub crawl. Along the route, guests …More

Baltimore, USA

5.0 (2)

Baltimore Haunted Pub Crawl Fells Point Ghosts Bars and Poe

Drink your way through the haunted side of historic Fells Point on Spirits of Fells Point, Baltimore’s adults-only haunted pub crawl. Along the route, guests...

2 hours Free Cancellation

5.0 (2)

from
$35

Harpers Ferry and Jefferson County 3 Hour Private History Tour

Rarely are guests able to relive history in a relaxed, conversational atmosphere with guides who are local to the area and want to share what …More

Frederick, USA

5.0 (2)

Harpers Ferry and Jefferson County 3 Hour Private History Tour

Rarely are guests able to relive history in a relaxed, conversational atmosphere with guides who are local to the area and want to share what...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$313

Philadelphia and New York City 2-Day Tour from Washington DC

See three of the East Coast’s biggest cities in two days on this small-group tour from Washington, D.C. Trace American history through Philadelphia, where the …More

Frederick, USA

5.0 (2)

Philadelphia and New York City 2-Day Tour from Washington DC

See three of the East Coast’s biggest cities in two days on this small-group tour from Washington, D.C. Trace American history through Philadelphia, where the...

2 days Free Cancellation

5.0 (2)

from
$481

Take a pleasant walking tour through the beautiful historic center of Annapolis, specially designed for the US 250th Anniversary. Discover the fascinating role Annapolis played …More

Annapolis, USA

5.0 (2)

America 250 Annapolis Walking Tour

Take a pleasant walking tour through the beautiful historic center of Annapolis, specially designed for the US 250th Anniversary. Discover the fascinating role Annapolis played...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$235

Spirits and Spirits Haunted Walking Tour and Boat Cruise

Explore the eerie side of Annapolis with the Spirits & Spirits tour, blending a captivating walking tour through the Historic District with a thrilling cruise …More

Annapolis, USA

5.0 (2)

Spirits and Spirits Haunted Walking Tour and Boat Cruise

Explore the eerie side of Annapolis with the Spirits & Spirits tour, blending a captivating walking tour through the Historic District with a thrilling cruise...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$52

Sunshine, Good Vibes, and Island Beats—All Aboard! Get ready to cruise into the day aboard your custom-built party boat! This 90-minute daytime escape is all …More

Ocean City, USA

5.0 (2)

Ocean City Daytime Party Cruise

Sunshine, Good Vibes, and Island Beats—All Aboard! Get ready to cruise into the day aboard your custom-built party boat! This 90-minute daytime escape is all...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$53

Annapolis Scandalous History Walking Tour

This lighthearted, adults-only, tongue-in-cheek, walking tour is presented by a guide in the character of a colonial indentured servant who works odd jobs day and …More

Annapolis, USA

5.0 (1)

Annapolis Scandalous History Walking Tour

This lighthearted, adults-only, tongue-in-cheek, walking tour is presented by a guide in the character of a colonial indentured servant who works odd jobs day and...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$32

The tour is conducted by Dr. Brad Gottfried, a 45-year educator and the author of 22 Civil War books, including the "Maps of Antietam." This …More

5.0 (1)

South Mountain Private Battlefield Tour

The tour is conducted by Dr. Brad Gottfried, a 45-year educator and the author of 22 Civil War books, including the "Maps of Antietam." This...

3 hours Free Cancellation

5.0 (1)

from
$120

Themed and Special Event Cruise in Chesapeake Bay

This cruise is a unique way to celebrate that special event in your life while cruising on your very own private sailing yacht. You and …More

5.0 (1)

Themed and Special Event Cruise in Chesapeake Bay

This cruise is a unique way to celebrate that special event in your life while cruising on your very own private sailing yacht. You and...

2 hours 30 minutes Free Cancellation

5.0 (1)

from
$790

Antietam Battlefield & Civil War Medicine Museum Private Tour

Experience the American Civil War from two fascinating perspectives in one unforgettable tour! Explore Antietam National Battlefield, site of the bloodiest single-day battle in American …More

Frederick, USA

5.0 (1)

Antietam Battlefield & Civil War Medicine Museum Private Tour

Experience the American Civil War from two fascinating perspectives in one unforgettable tour! Explore Antietam National Battlefield, site of the bloodiest single-day battle in American...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$999

This is the perfect trip for foodies looking for something other than the typical day at the beach. You’ll be joined by OC and restaurant …More

Ocean City, USA

5.0 (1)

OC Bay Hopper - Foodie Tour By Boat

This is the perfect trip for foodies looking for something other than the typical day at the beach. You’ll be joined by OC and restaurant...

3 hours Free Cancellation

5.0 (1)

from
$195

Hidden History Pub Crawl of Historic Annapolis

The Hidden History Pub Crawl is a tour through Annapolis' scandalous past. Sip on a beverage while entertained by stories of historical conspiracies, murder, riots …More

Annapolis, USA

5.0 (1)

Hidden History Pub Crawl of Historic Annapolis

The Hidden History Pub Crawl is a tour through Annapolis' scandalous past. Sip on a beverage while entertained by stories of historical conspiracies, murder, riots...

2 hours Free Cancellation

5.0 (1)

from
$30

Weird, Wacky, and Unusual History of Annapolis Tour

Discover the quirky tales and unusual stories of Annapolis on this engaging walking tour. Led by a colonial-attired guide, explore fascinating anecdotes including the Russian …More

Annapolis, USA

5.0 (1)

Weird, Wacky, and Unusual History of Annapolis Tour

Discover the quirky tales and unusual stories of Annapolis on this engaging walking tour. Led by a colonial-attired guide, explore fascinating anecdotes including the Russian...

1 hour 15 minutes Free Cancellation

5.0 (1)

from
$28

Christmas in the Capital Walking Tour from Annapolis

Welcome the holidays with Watermark's Christmas in the Capital Tour: Annapolis Traditions and State House Trees. Meet your period-attired guide inside our cozy office before …More

Annapolis, USA

5.0 (1)

Christmas in the Capital Walking Tour from Annapolis

Welcome the holidays with Watermark's Christmas in the Capital Tour: Annapolis Traditions and State House Trees. Meet your period-attired guide inside our cozy office before...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$40

Discover the haunted history of Annapolis on a captivating evening ghost tour. Travelers wander through narrow streets alongside a knowledgeable guide dressed in period attire …More

Annapolis, USA

5.0 (1)

Historic Ghost Tour of Annapolis

Discover the haunted history of Annapolis on a captivating evening ghost tour. Travelers wander through narrow streets alongside a knowledgeable guide dressed in period attire...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$34

Cruising through the calm waters of Baltimore's Inner Harbor, this 60-minute sunset sightseeing cruise offers a unique opportunity to witness the spectacular sunset and city …More

Baltimore, USA

5.0 (1)

Baltimore Sunset Cruise

Cruising through the calm waters of Baltimore's Inner Harbor, this 60-minute sunset sightseeing cruise offers a unique opportunity to witness the spectacular sunset and city...

1 hour Free Cancellation

5.0 (1)

from
$48

We Start from the Baltimore Visitors Center lobby (please arrive 15 minutes before tour starts); Our Baltimore Sightseeing Tour, gives guest the opportunity to visit …More

Baltimore, USA

4.7 (482)

Baltimore's Historical Sightseeing Tour

We Start from the Baltimore Visitors Center lobby (please arrive 15 minutes before tour starts); Our Baltimore Sightseeing Tour, gives guest the opportunity to visit...

1 hour 30 minutes Free Cancellation

4.7 (482)

from
$48

Baltimore Bewitched: Raven's Revenge, Bones & Ballads Ghost Tour

Embark on a spine-chilling journey through Baltimore's shadowy streets with our captivating walking ghost tour, where history and hauntings converge. Guided by an experienced local, …More

Baltimore, USA

4.6 (199)

Baltimore Bewitched: Raven's Revenge, Bones & Ballads Ghost Tour

Embark on a spine-chilling journey through Baltimore's shadowy streets with our captivating walking ghost tour, where history and hauntings converge. Guided by an experienced local,...

1 hour Free Cancellation

4.6 (199)

from
$26

Baltimore Inner Harbor Sail on Summer Wind

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling …More

Baltimore, USA

4.7 (118)

Baltimore Inner Harbor Sail on Summer Wind

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling...

1 hour 30 minutes Free Cancellation

4.7 (118)

from
$65