This private guided walking tour of Provincetown's majestic Pilgrim Monument, , is led by expert local guide Cathy from Cathy's Cape Cod Tours. Cathy, a knowledgeable historian and storyteller, specializing in blending Provincetown's maritime grit, pilgrim lore, bohemian charm, and artistic legacy into engaging narratives. Based on her popular West End History Tour, Martinis & Mingle Tour & The Local Legends & Lobster Roll Tours, The Pilgrim Monument Tour is customized for a private experience, this tour centers on the iconic Pilgrim Monument and Provincetown Museum, incorporating a scenic ride on the inclined elevator, museum exploration, tower climb, and park grounds. It's designed for small groups or individuals (1-8 people) for a personalized touch.
At Bas Relief Park, Cathy will elaborate on the bronze plaque commemorating the Mayflower Compact signing, tying it into pilgrim lore. This shaded spot offers benches and a view of the towering Pilgrim Monument above. With your private group, board the inclined elevator for a scenic ride to High Pole Hill. Cathy provides narrated insights during the ascent, highlighting views of the town and harbor.
Atop High Pole Hill, enter the Provincetown Museum at the monument’s base. Cathy will guide you through immersive exhibits, sharing personal stories and deeper insights on:
The Mayflower Pilgrims’ 1620 landing in Provincetown and the Mayflower Compact.
Wampanoag Tribe history and early settler interactions.
Maritime heritage, with whaling and fishing artifacts.
Provincetown’s role in modern American theater, featuring playwrights like Eugene O’Neill.
The monument’s construction (1907-1910), modeled after Italy’s Torre del Mangia.
Cathy’s expertise makes the interactive displays— including Pilgrim-era tools and ship models—even more engaging in this compact yet rich space.
From the museum, ascend the Pilgrim Monument, the tallest all-granite structure in the U.S. at 252 feet, with Cathy leading the way. She’ll point out plaques honoring Massachusetts towns as you climb 116 steps and 60 gentle ramps (no elevator; moderately challenging but manageable with breaks—Cathy sets a comfortable pace). At the top, Cathy describes the 360-degree panoramic views:
North/East: Cape Cod National Seashore’s dunes and beaches (Herring Cove, Race Point) with the Atlantic Ocean.
West: Provincetown Harbor and Cape Cod Bay, where the Mayflower anchored.
South: Downtown Provincetown’s rooftops and Commercial Street.
Clear days: Distant Boston skyline (42 miles away) and lighthouses (Wood End, Long Point).
Wildlife: Spot seals, migratory birds, or whales in season, with Cathy’s tips on local ecology.
The viewing platform allows a full circle walk, enhanced by Cathy’s historical anecdotes for unforgettable vistas.
Wander the Pilgrim Monument Park Grounds
After descending, explore the Pilgrim Monument Park grounds on High Pole Hill with Cathy. She’ll guide you through manicured lawns, benches, and the Bas Relief plaque, offering time for reflection or questions. It’s ideal for picnics or discussing Provincetown’s bohemian charm, with partial harbor and town views (best from the tower). The grounds are pet-friendly (leashed), and Cathy can share stories of local events like weddings held here.
Return to Downtown via Bas Relief Park by either taking the vehicular or walk down at you own pace where Cathy wraps up the core tour with any final insights. From the park, she’ll lead you to Town Hall on Commercial Street for personalized suggestions to end your tour!
All patrons please meet at Bas Relief Park directly behind Provincetown Town Hall.
Cape Cod is a picturesque peninsula in Massachusetts known for its charming coastal towns, beautiful beaches, and rich maritime history. With its iconic lighthouses, fresh seafood, and outdoor recreation opportunities, it's a year-round destination that offers something for everyone.
A stunning stretch of coastline with pristine beaches, dunes, and hiking trails. The Seashore offers a variety of outdoor activities and is a haven for wildlife.
A vibrant and eclectic town known for its artistic community, historic sites, and lively nightlife. Provincetown is also a popular spot for whale watching and water sports.
The largest town on Cape Cod, known as the gateway to the islands and a hub for shopping, dining, and entertainment. Hyannis is also home to the Kennedy Compound, a historic site associated with the Kennedy family.
A 22-mile paved bike trail that runs through some of the most scenic areas of Cape Cod. The trail offers beautiful views of cranberry bogs, farms, and coastal landscapes.
A museum dedicated to the art and artists of Cape Cod, featuring a diverse collection of works by local and regional artists.
A sandwich made with fresh lobster meat, typically served on a buttered and toasted bun. It can be served cold with mayonnaise or hot with butter.
A creamy and hearty soup made with clams, potatoes, onions, and celery. It's a classic New England dish and a must-try when visiting Cape Cod.
Freshly shucked oysters served with a variety of sauces and toppings. Cape Cod is known for its high-quality oysters, often harvested from local waters.
A crisp and refreshing lettuce variety grown locally on Cape Cod. It's often used in salads and as a garnish for seafood dishes.
This is the busiest time of year with warm weather, beach season, and various festivals. Expect crowded beaches and higher prices for accommodations.
US Dollar (USD)
Eastern Time Zone (UTC-5:00, UTC-4:00 during daylight saving time)
120VV, 60HzHz
Cape Cod is generally a safe destination for travelers, with low crime rates and a welcoming atmosphere. However, as with any destination, it's important to take common-sense precautions to ensure a safe and enjoyable trip.
Hyannis Transportation Center
Hyannis Transportation Center, South Station, Boston
The CCRTA offers a network of buses that connect major towns and attractions on Cape Cod. Buses are affordable and convenient for getting around without a car.
Available • Apps: Uber, Lyft
Car, Bike, Scooter
A charming island known for its historic whaling history, beautiful beaches, and upscale shopping and dining. Nantucket offers a mix of outdoor activities and cultural experiences.
A picturesque island known for its diverse landscapes, including beaches, cliffs, and farmland. Martha's Vineyard offers a variety of outdoor activities and cultural experiences.
A historic town known for its role in the founding of the United States. Plymouth is home to the Mayflower II, a replica of the ship that brought the Pilgrims to America, and the Plimoth Patuxet Museums, which offer a glimpse into the lives of the Pilgrims and the Wampanoag people.
Price varies by option