Top Maryland Luxury Tours

Q: Which Maryland Luxury Tours have Instant Confirmation?

Maryland Luxury Tours with Instant Confirmation include: Self-guided Waterfall Hiking Tour in Great Falls National Park Baltimore Downtown Poe Ruth and More GPS Self Guided Walking Tour Harpers Ferry Audio Tour History, Ruins and River Views Antietam National Battlefield Self-Guided Audio GPS Driving Tour Antietam National Battlefield Self-Guided Driving Tour 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: Baltimore's Private Cultural Tour Harpers Ferry and Jefferson County 3 Hour Private History Tour Enchanted Full Day Napa & Sonoma Wine Tour from Oakland Full Day Yosemite National Park Tour from Oakland 3- Hour Private Customizable 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 →

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

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

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

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

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

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

Assateague Island Cruise Departs from Ocean Pines

This boat trip provides the best way to see the famous Asseteague Island wild ponies. On this 2.5 hour trip that will depart from the …More

4.8 (49)

Assateague Island Cruise Departs from Ocean Pines

This boat trip provides the best way to see the famous Asseteague Island wild ponies. On this 2.5 hour trip that will depart from the...

2 hours Free Cancellation

4.8 (49)

from
$40

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

Try our new Harborside “Orange Crush” Cruise. Experience the bay behind Assateague Island in a unique way - with the original orange crush from the …More

5.0 (6)

Harborside Orange Crush Cruise

Try our new Harborside “Orange Crush” Cruise. Experience the bay behind Assateague Island in a unique way - with the original orange crush from the...

2 hours Free Cancellation

5.0 (6)

from
$45

OC Bay Hopper Sunset Cruise Departs Downtown OC

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

Ocean City, USA

5.0 (5)

OC Bay Hopper Sunset Cruise Departs Downtown OC

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 Free Cancellation

5.0 (5)

from
$45

Maryland Coastal Bays Environmental Education Trip

The Maryland Coastal Bays Program has been protecting the pristine beauty of the coastal Ocean City region for more that 24 years. On this trip, …More

Ocean City, USA

4.9 (8)

Maryland Coastal Bays Environmental Education Trip

The Maryland Coastal Bays Program has been protecting the pristine beauty of the coastal Ocean City region for more that 24 years. On this trip,...

2 hours 30 minutes Free Cancellation

4.9 (8)

from
$45

Experience a quieter, more intimate cherry blossom viewing on this half-day tour to Kenwood, one of the region’s most exclusive spring destinations. Skip the crowded …More

DC Kenwood Cherry Blossoms Half-Day Small Group Max 12 Tour

Experience a quieter, more intimate cherry blossom viewing on this half-day tour to Kenwood, one of the region’s most exclusive spring destinations. Skip the crowded...

3 hours Free Cancellation

from
$45

City Cruises DC: Water Taxi One Day Pass

Skip the traffic and take the scenic route to your destination. Pass is valid for unlimited water taxi rides on a single date for one …More

Alexandria, USA

4.3 (72)

City Cruises DC: Water Taxi One Day Pass

Skip the traffic and take the scenic route to your destination. Pass is valid for unlimited water taxi rides on a single date for one...

35 minutes Free Cancellation

4.3 (72)

from
$46

Annapolis Thomas Point Lighthouse Cruise

The Thomas Point Lighthouse is the most iconic lighthouse in Maryland. View this National Historic Landmark on a narrated cruise into the Chesapeake Bay. Not …More

Annapolis, USA

4.8 (8)

Annapolis Thomas Point Lighthouse Cruise

The Thomas Point Lighthouse is the most iconic lighthouse in Maryland. View this National Historic Landmark on a narrated cruise into the Chesapeake Bay. Not...

1 hour 30 minutes Free Cancellation

4.8 (8)

from
$46