Great Chesapeake Bay Loop Getaway Guide - 2024 Great Chesapeake Bay Loop Getaway Guide

Sail back in time to meet pirates, privateers and other swashbuckling types on maritime history cruises and museum experiences. Storytellers will enthrall you with everything from accounts of Maryland’s Indigenous peoples to the delicious lore of Smith Island Cake — sometimes as you enjoy views upon views of glistening waterways. 

Rent-A-Tour

Storyteller Chris Riehl will give you a new perspective on Baltimore’s history — on foot, by bus or via water taxi. Discover fascinating stories, including how the city became a target during the War of 1812 as well as the site of an inspiring victory by Baltimore’s determined and diverse citizens.

“Not every place can boast being the birthplace of ‘The Star-Spangled Banner.’ It’s gratifying to think that whenever visitors hear the National Anthem from now on, they’re going to think about all of the amazing Baltimore stories I shared with them.” Chris Riehl Rent-A-Tour

Chesapeake Water Tours: C&D Canal Cruise to Freedom Tour

Glide through the storied and scenic waters of the Chesapeake & Delaware Canal alongside hulking cargo ships while Storyteller Brendan Mundy regales you with tales of traders and explorers. Sunsets, a full bar and views of the delightful Chesapeake City complete the experience on the busiest canal in the nation.

“It’s great to be able to take people out on the water who maybe never get that chance … and we’re the only ones that operate in a shipping canal — that makes the experience even more special.” Brendan Mundy Chesapeake Water Tours