From the oldest wood-frame building in the United States built in 1636 to the newest local structures, we have buildings spanning 5 centuries to show you. We can take you for a tour of Gropius House, where Walter Gropius (founder of the Bauhaus School of Architecture) lived during the last 30 years of his life after fleeing Nazi Germany.

We also have buildings by Renzo Piano, Eero Saarinen, I.M. Pei, LeCorbusier, Frank Gehry, and more. Architectural Tours can also be done in the many coastal regions of New England from the Captain’s Houses of Maine to the Mansions in Newport.

Do you think you may be a Mayflower descendant? Notable figures such as Marilyn Monroe, Orson Welles, and Winston Churchill traced their ancestry to early Pilgrim families, including John and Priscilla Alden. If your family lore mentions 17th-century New England towns, ships arriving in the New World, or old Massachusetts records preserved in a family Bible or on Ancestry, your roots may be surprisingly well documented. Early English settlers left extensive paper trails—arrival records, birth and marriage registers, land deeds, court files, and burial plots—and by 1680 much of New England’s best land was already claimed, prompting later arrivals to move west. We offer private, guided genealogy tours that take you to the towns, churches, seaports, historic homes, and colonial graveyards where your American story began, including access to local historical societies and resources like the New England Historic Genealogical Society in Boston; past tours have uncovered centuries-old family homes, extensive gravestone clusters, and even names on monuments such as Plymouth’s Forefathers Memorial.

We can take you to quintessential New England sites for you to work on your camera skills, including ancient graveyards, 300-year-old homes, seashore and lighthouse scenes, ponds and lakes in autumn, covered bridges, old clapboard New England churches, boating harbors, grist mills with working water wheels, 200-year-old single-room schoolhouses, 300-year-old English Country Inns, cobble-stoned streets, brick sidewalks, working and antique gas lit street lamps. Additionally, the Berkshires Mountains of Massachusetts offer orchards and wineries with mountainous backdrops that make for beautiful photography.

Explore literary New England through sites connected to writers such as Anne Hutchinson, Phyllis Wheatley, Nathaniel Hawthorne, Louisa May Alcott, Robert Frost, Henry Wadsworth Longfellow, and Ralph Waldo Emerson, including The Old Manse and Walden Pond. Our customizable literary tours may also highlight homes and landscapes associated with Henry David Thoreau, Edgar Allan Poe, Sylvia Plath, John Updike, Herman Melville, Isaac Asimov, Noam Chomsky, and others, tracing the region’s enduring influence on Transcendental, existential, and modern thought. As this is a private experience, we tailor each itinerary to your interests, focusing on depth rather than rushing to see everything.

Explore Cape Cod or Martha’s Vineyard on a private day trip from Boston, featuring classic New England seaside towns, maritime history, and coastal scenery. A Cape Cod tour may include Sandwich, Hyannis, Falmouth, and Chatham, with highlights such as the Kennedy landmarks, historic villages, fishing harbors, lighthouses, beaches, and the Woods Hole Oceanographic Institution. Alternatively, travel by ferry to Martha’s Vineyard, known for its charming island towns, Aquinnah Cliffs, lighthouses, film locations from Jaws, and scenic coastal views, with opportunities to explore Oak Bluffs, Edgartown, and historic Victorian “Painted Ladies.” This customizable private Cape Cod or Martha’s Vineyard tour is tailored to your interests, with seasonal planning to avoid peak bridge and ferry traffic.

Experience Newport, Rhode Island on a private, customizable tour (1–7 hours) through one of America’s most glamorous seaside cities, famous for its Gilded Age mansions, maritime heritage, and coastal beauty. Walk in the world of the Vanderbilts and Astors as you explore legendary estates such as The Breakers, Marble House, and Rosecliff—made famous in The Great Gatsby—along with landscapes designed by Frederick Law Olmsted. Highlights may include Ocean Drive, the scenic Cliff Walk, Eisenhower House, the International Tennis Hall of Fame, Fort Adams, the Touro Synagogue (the oldest in the U.S.), and Newport’s vibrant harborfront at Bowen’s and Bannister’s Wharf. This private Newport RI tour blends history, architecture, art, and sweeping ocean views, tailored entirely to your interests and pace.

Explore the South Coast of Massachusetts on a private 6–7 hour Plymouth tour, available year-round, featuring the birthplace of New England. Stand beside Plymouth Rock, walk the decks of the Mayflower II, visit Plimoth Patuxet (Plimoth Plantation), Burial Hill, and historic Pilgrim homes such as Howland House and the Richard Sparrow House. Learn where the first Thanksgiving took place, see the Myles Standish Monument, and enjoy sweeping views of Cape Cod Bay, with seasonal opportunities to view cranberry bogs and cross the Cape Cod Canal. This customizable private Plymouth Massachusetts tour blends Pilgrim history, colonial life, Native American heritage, and coastal scenery, with flexible lunch options and optional genealogy-focused experiences.

Discover the North Coast of Massachusetts on a private 6-hour tour of Salem, Marblehead, and Gloucester, three coastal towns central to America’s early history and maritime power. In Salem, explore the legacy of the 1692 Salem Witch Trials, immortalized by Arthur Miller’s The Crucible, along with landmarks such as the House of the Seven Gables, the Peabody Essex Museum (the oldest public museum in the United States), and Salem Maritime National Historic Site. Continue to Marblehead, a picturesque yachting community that sent hundreds of sailors and privateers to support George Washington during the American Revolution, and enjoy sweeping harbor views and excellent ocean-front dining. If time allows, visit Gloucester, America’s oldest fishing port, to experience its working harbor and seafaring heritage. This customizable private North Shore tour is tailored to your interests, blending history, culture, and coastal scenery at a relaxed pace.

Designed for scholars, educators, and intellectually curious travelers, this private academic tour of Boston and Cambridge explores the historical, political, and intellectual foundations of American democracy. Led by an expert historian, the experience integrates Boston’s Freedom Trail, Harvard University, and key Revolutionary and Enlightenment-era sites, emphasizing primary ideas, context, and consequence rather than surface storytelling.

Ideal for university groups, faculty, educators, and advanced students seeking a rigorous, discussion-driven historical experience tailored to their academic interests.

Our tours are designed for scholars, educators, and intellectually curious travelers seeking depth beyond surface history. Led by expert educators, these experiences emphasize primary sources, historical context, philosophical movements, and rigorous interpretation—particularly in areas such as Transcendentalism, early American theology, political thought, literature, and existential philosophy. Itineraries are built collaboratively, allowing time for discussion, close reading of place, and sustained inquiry rather than hurried sightseeing. Whether you are preparing research, teaching, writing, or simply engaging deeply with New England’s intellectual traditions, we offer private, academically grounded experiences that respect both complexity and nuance.

This private academic tour of Boston and Cambridge area is designed for families, educators, and intellectually curious visitors exploring schools, universities, and the region’s educational culture. Led by an expert historian, the tour weaves together Boston’s Freedom Trail, Harvard University, and key academic neighborhoods, offering context on how education, civic life, and intellectual tradition have shaped the area.

Ideal for families considering schools, prospective students, educators, and those seeking a deeper understanding of Boston and Cambridge as places to live, learn, and grow.

Executives, Leadership Teams, Corporate hosts, Visiting Professionals