
North Church: Almost as old as Portsmouth (founded in 1623), the North Church has a rich heritage and tradition dating back to 1657. 
Wentworth Lear Houses: Built in 1760, the Wentworth-Gardner house is one of the finest examples of Georgian architecture in this country. The Lear House was built in 1740 by Captain Tobias Lear III, the grandfather of Tobias Lear V, who became the private secretary to President George Washington. President Washington visited the home in 1789.

The 18
miles of coastline between Maine and Massachusetts is lined with stately
mansions and summer homes from a by-gone era and provides some of the
best views of the Isles of Shoals.
The Scenic Coastal Tour includes a round trip loop on Route 1A past Odiorne Point, picturesque Rye Harbor, historic Union and St. Andrew's-by-the-Sea chapels and Fuller Gardens.
Lady Pepperell House built in 1760 for the widow of Sir William Pepperell, a hero in the French and Indian Wars.
Sir William Pepperell House and Tomb. The 1683 home of Sir William Pepperell, the hero of the Battle of Louisburg, Nova Scotia during the French and Indian Wars and the acting governor of colonial Massachusetts and his nearby tomb.
Cape Neddick “Nubble” Lighthouse and Park (stop). Built in 1879 on a small island just off the Cape Neddick, the lighthouse is one of the most photographed in Maine.
Historic Hancock Warf (stop). Once owned by Declaration of Independence signer and wealthy merchant, the John Hancock Warehouse was one the many wharves and warehouses which fronted the river and York Harbor in the 18th century and is the only remaining commercial building remaining from the Colonial period.