Top 7 Things to do in Annapolis, Maryland

If you are looking for a vacation option among the historical cities of America's eastern shores, you should consider a sojourn in Annapolis. Known as the country's "Sailing Capital," things to do in Annapolis include attending the Wednesday night sailing races that take place on a regular basis on Chesapeake Bay from the end of April through August.

Chocolate & Wine Pairing Session with Tour & Tastings
Sink your teeth into delicious chocolates and gourmet truffles on this guided tour that allows you to sample sweet treats and savory local wines. Learn how to pair wine and chocolate together during an informative session, visit a nearby vineyard,... Read More

Categories: Culinary Experiences, Restaurants & Nightlife, Tours & Sightseeing

5 hours

Free cancellation

$87
per Traveler

Private SUV: Baltimore-Washington Airport (BWI) - Annapolis
Enjoy a relaxed journey in a high-quality SUV between the airport and your hotel. There’s no waiting in a taxi line, and guaranteed fixed rates include flight tracking, 1 hour of wait time, and all taxes, tolls, and tips. Prices... Read More

Categories: Airport Shuttles & Limos

30 minutes

Free cancellation

$109
per Vehicle

Private Towncar: Baltimore–Washington Airport (BWI) - Annapolis
Enjoy a relaxed journey in a high-quality towncar between the airport and your hotel. There’s no waiting in a taxi line, and guaranteed fixed rates include flight tracking, 1 hour of wait time, and all taxes, tolls, and tips. Prices... Read More

Categories: Airport Shuttles & Limos

30 minutes

Free cancellation

$99
per Vehicle

Small-Group Explore the Heart of Annapolis Tour
Discover the heart of waterfront Annapolis on this guided tour, taking in its colonial-era architecture, revolutionary sites, and maritime ambiance aboard a comfortable and sustainable eCruiser. Read More

Categories: Tours & Sightseeing

1 hour 15 minutes

Free cancellation

$26
per Traveler

Small-Group Original Annapolis Seafood Crawl
Explore the historic harbor, colonial architecture, and luxury boat scene of Annapolis an Eastport on this tour of America's sailing capital. Eat seafood, dig into delicious local seafood specialties, and hear naval tales of Chesapeake Bay. Read More

Categories: Tours & Sightseeing

2 hours

Free cancellation

$53
per Traveler

Winetasting Tour of the Heritage Region
Join an expert guide for an immersive look at the award-winning cellars and world-class winemakers of the Heritage region on this fun-filled winetasting tour. From bold malbecs to full-bodied shiraz, stop off at several vineyards to sample the best varietals... Read More

Categories: Culinary Experiences, Restaurants & Nightlife, Tours & Sightseeing

5 hours

Free cancellation

$87
per Traveler

Winetasting Tour of the Westminster Wine Region
Head to the west side of Maryland to scope out the region's award-winning vineyards and meet the world-class vintners who produce them on this vino-focused foray around Westminster. Enjoy 6 wine samples, get a collectible glass and tote bag, and... Read More

Categories: Culinary Experiences, Restaurants & Nightlife, Tours & Sightseeing

5 hours

Free cancellation

$87
per Traveler

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