Top Maryland Luxury Tours

Q: Which Maryland Luxury Tours have Instant Confirmation?

Maryland Luxury Tours with Instant Confirmation include: Yosemite and Lake Tahoe 3 Day Vacation PackageHotel Included 4-Day Tour of Cumberland Experience the Style Icon Makeover and Editorial Photoshoot Tour Full Day Private Lake Tahoe Tour from Oakland Private Full Day Yosemite National Park Tour from Oakland 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: Yosemite and Lake Tahoe 3 Day Vacation PackageHotel Included Full Day Private Lake Tahoe Tour from Oakland Private Full Day Yosemite National Park Tour from Oakland Private Enchanted Napa & Sonoma Wine Tour from Oakland Antietam Battlefield & Civil War Medicine Museum Private 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 →

OC Bay Hopper Sunset Cruise (Departs From Ocean Pines)

The Bay in the evening slows down and gets calm and quiet. All you have to do is sit back, grab your favorite beverage, take …More

5.0 (7)

OC Bay Hopper Sunset Cruise (Departs From Ocean Pines)

The Bay in the evening slows down and gets calm and quiet. All you have to do is sit back, grab your favorite beverage, take...

1 hour 30 minutes Free Cancellation

5.0 (7)

from
$40

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

Civil War Battlefields Self-Guided Audio Driving Tour Bundle

This captivating bundle of self-guided audio tours immerses you in the battles of Gettysburg, Antietam, and Vicksburg. Discover how the Americans finally defeated the mighty …More

Gettysburg, USA

4.3 (6)

Civil War Battlefields Self-Guided Audio Driving Tour Bundle

This captivating bundle of self-guided audio tours immerses you in the battles of Gettysburg, Antietam, and Vicksburg. Discover how the Americans finally defeated the mighty...

5 days Free Cancellation

4.3 (6)

from
$40

Tipsy History Tour: 300+ Years of Annapolis Drinking History

Explore Annapolis' vibrant past on this unique historical pub crawl. Over two hours, discover how drinking influenced the city and the nation while enjoying recommended …More

Annapolis, USA

5.0 (53)

Tipsy History Tour: 300+ Years of Annapolis Drinking History

Explore Annapolis' vibrant past on this unique historical pub crawl. Over two hours, discover how drinking influenced the city and the nation while enjoying recommended...

2 hours Free Cancellation

5.0 (53)

from
$39

Historic Annapolis Walking Tour - Small Group Guided Tour

Annapolis Walking Tours provides entertaining and informative tours throughout historic Annapolis. This tour is wonderful for people of all ages and involves approximately 2 miles …More

Annapolis, USA

4.9 (23)

Historic Annapolis Walking Tour - Small Group Guided Tour

Annapolis Walking Tours provides entertaining and informative tours throughout historic Annapolis. This tour is wonderful for people of all ages and involves approximately 2 miles...

90 to 120 minutes Free Cancellation

4.9 (23)

from
$35

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

Baltimore Inner Harbor Sightseeing Cruise

Explore Baltimore's Inner Harbor on a captivating 45-minute narrated sightseeing cruise. This journey unveils the rich history and vibrant culture of Charm City while gliding …More

Baltimore, USA

4.6 (35)

Baltimore Inner Harbor Sightseeing Cruise

Explore Baltimore's Inner Harbor on a captivating 45-minute narrated sightseeing cruise. This journey unveils the rich history and vibrant culture of Charm City while gliding...

45 minutes Free Cancellation

4.6 (35)

from
$34

Annapolis Harbor and U.S. Naval Academy Cruise

Cruise through history on the Annapolis Harbor & USNA Cruise. This narrated cruise offers insights into the U.S. Naval Academy and Annapolis' rich maritime heritage …More

Annapolis, USA

4.9 (16)

Annapolis Harbor and U.S. Naval Academy Cruise

Cruise through history on the Annapolis Harbor & USNA Cruise. This narrated cruise offers insights into the U.S. Naval Academy and Annapolis' rich maritime heritage...

40 minutes Free Cancellation

4.9 (16)

from
$34

Best of Annapolis Tour: Colonial, State House, Naval Academy

Uncover the rich history of Annapolis on this engaging tour, showcasing Colonial Annapolis, the Maryland State House, and the U.S. Naval Academy. Guided by a …More

Annapolis, USA

4.9 (10)

Best of Annapolis Tour: Colonial, State House, Naval Academy

Uncover the rich history of Annapolis on this engaging tour, showcasing Colonial Annapolis, the Maryland State House, and the U.S. Naval Academy. Guided by a...

2 hours 15 minutes Free Cancellation

4.9 (10)

from
$34

Sit back and relax on this up-close-and-personal cruise of Annapolis's waterways and scenic city shorelines on one of Watermark's 26-foot, open-aired vessels. Your captain will …More

Annapolis, USA

4.9 (7)

Scenic Spa Creek Cruise of Annapolis

Sit back and relax on this up-close-and-personal cruise of Annapolis's waterways and scenic city shorelines on one of Watermark's 26-foot, open-aired vessels. Your captain will...

45 minutes Free Cancellation

4.9 (7)

from
$34

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

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 Original Haunted Pub Crawl by Annapolis Ghost Tours

The only Haunted Pub Crawls permitted inside the oldest and most haunted pubs in Historic Downtown Annapolis. Enjoy a 2-hour guided adventure on our haunted …More

Annapolis, USA

4.5 (24)

The Original Haunted Pub Crawl by Annapolis Ghost Tours

The only Haunted Pub Crawls permitted inside the oldest and most haunted pubs in Historic Downtown Annapolis. Enjoy a 2-hour guided adventure on our haunted...

2 hours Free Cancellation

4.5 (24)

from
$31

Mount Vernon and The Millionaires, 2 hour Walking Tour

Mount Vernon Place: Considered the most beautiful of Baltimore neighborhoods, Mount Vernon Place was once home the more millionaire philanthropists than any other city in …More

Baltimore, USA

5.0 (28)

Mount Vernon and The Millionaires, 2 hour Walking Tour

Mount Vernon Place: Considered the most beautiful of Baltimore neighborhoods, Mount Vernon Place was once home the more millionaire philanthropists than any other city in...

2 hours Free Cancellation

5.0 (28)

from
$30

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

Baltimore Boos & Booze Haunted Pub Crawl

Join us for a Baltimore Haunted Pub Crawl and add some fun to your work week or vacation! Explore several local watering holes and haunted …More

Baltimore, USA

4.7 (75)

Baltimore Boos & Booze Haunted Pub Crawl

Join us for a Baltimore Haunted Pub Crawl and add some fun to your work week or vacation! Explore several local watering holes and haunted...

2 hours Free Cancellation

4.7 (75)

from
$29

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

Come on to our Haunted Pub Crawl Tour in Annapolis! Enjoy some liquid courage while hearing ghostly tales of Annapolis' most historic haunts and drinking …More

Annapolis, USA

4.4 (18)

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

Come on to our Haunted Pub Crawl Tour in Annapolis! Enjoy some liquid courage while hearing ghostly tales of Annapolis' most historic haunts and drinking...

2 hours Free Cancellation

4.4 (18)

from
$29

Original Fells Point Haunted Pub Tour by Baltimore Ghost Tours

Step through the doors of some of Fell’s Point’s most haunted pubs for a fascinating haunted pub crawl tour of this historic maritime neighborhood. Taverns …More

Baltimore, USA

5.0 (22)

Original Fells Point Haunted Pub Tour by Baltimore Ghost Tours

Step through the doors of some of Fell’s Point’s most haunted pubs for a fascinating haunted pub crawl tour of this historic maritime neighborhood. Taverns...

2 hours Free Cancellation

5.0 (22)

from
$29

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

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 (200)

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 (200)

from
$26