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 →

Harpers Ferry & Bolivar Heights: 2.5-Hour Guided Tour

Explore Harpers Ferry with a professional, highly knowledgeable guide who brings America’s history to life. Walk iconic Civil War sites, abolitionist landmarks, and scenic river …More

Frederick, USA

5.0 (4)

Harpers Ferry & Bolivar Heights: 2.5-Hour Guided Tour

Explore Harpers Ferry with a professional, highly knowledgeable guide who brings America’s history to life. Walk iconic Civil War sites, abolitionist landmarks, and scenic river...

3 hours Free Cancellation

5.0 (4)

from
$250

Annapolis Historic Walking Tour: Harbor and Colonial Downtown

Take a pleasant walking tour through the beautiful historic center of Annapolis, including the picturesque harbor and US Naval Academy. We'll see the Georgian mansions, …More

Annapolis, USA

5.0 (51)

Annapolis Historic Walking Tour: Harbor and Colonial Downtown

Take a pleasant walking tour through the beautiful historic center of Annapolis, including the picturesque harbor and US Naval Academy. We'll see the Georgian mansions,...

1 hour 45 minutes Free Cancellation

5.0 (51)

from
$235

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

Our Baltimore Cultural tour allow you to get a personal perspective of why Baltimore is called "Charm City". …More

Baltimore, USA

5.0 (12)

Baltimore's Private Cultural Tour

Our Baltimore Cultural tour allow you to get a personal perspective of why Baltimore is called "Charm City"....

2 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$220

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

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

Sail the serene waters of the Chesapeake Bay aboard the historic Lady Patty. This two-hour cruise offers a unique opportunity to unwind while taking in …More

5.0 (22)

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

Sail the serene waters of the Chesapeake Bay aboard the historic Lady Patty. This two-hour cruise offers a unique opportunity to unwind while taking in...

2 hours Free Cancellation

5.0 (22)

from
$160

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

Celebrate in style with MyFlight Tours' private Baltimore downtown helicopter tour! Perfect for birthdays, anniversaries, and special occasions, this unforgettable experience offers stunning views of …More

5.0 (4)

Downtown Baltimore Helicopter Tour

10 minutes Free Cancellation

5.0 (4)

from
$153

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with …More

4.9 (10)

Sunset Cruise on Scenic Chesapeake Bay

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with...

2 hours 30 minutes Free Cancellation

4.9 (10)

from
$139

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

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay, powered …More

5.0 (40)

Sailboat Cruise on Chesapeake Bay

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay, powered...

2 hours 30 minutes Free Cancellation

5.0 (40)

from
$116

Berlin Tasting Tour: A Delicious Walk Through History

Find out why the Smithsonian named Berlin one of the 20 best small towns to visit. Enjoy tasty treats from several restaurants and specialty shops …More

5.0 (36)

Berlin Tasting Tour: A Delicious Walk Through History

Find out why the Smithsonian named Berlin one of the 20 best small towns to visit. Enjoy tasty treats from several restaurants and specialty shops...

3 hours Free Cancellation

5.0 (36)

from
$110

Baltimore: Fells Point & Little Italy Food Tour with 7 Tastings

Explore the rich culinary heritage of Baltimore on this guided food tour through Fells Point and Little Italy. Stroll along cobblestone streets while savoring authentic …More

Baltimore, USA

3.9 (10)

Baltimore: Fells Point & Little Italy Food Tour with 7 Tastings

Explore the rich culinary heritage of Baltimore on this guided food tour through Fells Point and Little Italy. Stroll along cobblestone streets while savoring authentic...

3 hours Free Cancellation

3.9 (10)

from
$108

Baltimore Walking Foodie Tour in Fells Point

We do 3 things: Food, facts and fun! Welcome to Fells Point, the true heart of Baltimore. Picture this: cobblestone streets lined with charming eateries, …More

Baltimore, USA

4.9 (202)

Baltimore Walking Foodie Tour in Fells Point

We do 3 things: Food, facts and fun! Welcome to Fells Point, the true heart of Baltimore. Picture this: cobblestone streets lined with charming eateries,...

4 hours Free Cancellation

4.9 (202)

from
$104

During The Historic Annapolis Food Tour, you will enjoy a series of dishes from restaurants in downtown Annapolis while weaving through historic sites. The tour lasts …More

Annapolis, USA

4.7 (51)

Historic Annapolis Food Tour

During The Historic Annapolis Food Tour, you will enjoy a series of dishes from restaurants in downtown Annapolis while weaving through historic sites. The tour lasts...

3 hours 30 minutes Free Cancellation

4.7 (51)

from
$80

This 3.5 hour tour explores parts of Baltimore's best preserved historic district, Fell's Point is a spirited waterfront community founded nearly 280 years ago. Enjoy …More

Baltimore, USA

4.8 (163)

Fells Point Food Tour in Baltimore

This 3.5 hour tour explores parts of Baltimore's best preserved historic district, Fell's Point is a spirited waterfront community founded nearly 280 years ago. Enjoy...

3 hours 30 minutes Free Cancellation

4.8 (163)

from
$78

Baltimore Evening Sail on the Summer Wind

Enjoy a beautiful time on the water while you nibble on cheese and sip delicious wine on this 1.5-hour sail. As you sail through beautiful …More

Baltimore, USA

5.0 (28)

Baltimore Evening Sail on the Summer Wind

Enjoy a beautiful time on the water while you nibble on cheese and sip delicious wine on this 1.5-hour sail. As you sail through beautiful...

1 hour 30 minutes Free Cancellation

5.0 (28)

from
$75

Baltimore Inner Harbor Sunset Sail on Summer Wind

Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of …More

Baltimore, USA

4.9 (58)

Baltimore Inner Harbor Sunset Sail on Summer Wind

Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of...

1 hour 30 minutes Free Cancellation

4.9 (58)

from
$75

Baltimore Inner Harbor BYOB Sunset Sail on the Unforgettable

Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of …More

Baltimore, USA

5.0 (5)