Classic Cape Cod Fall Itinerary

Discover the essence of Cape Cod with our guide to the classic experiences. Explore iconic landmarks, charming towns, and local food that capture the spirit of this iconic destination.

DAY 1

CHECK-IN

Settle into your room, and get ready for an unforgettable Cape Cod experience!

 

DINNER

The Rooftop at Pelham House Resort

Our gorgeous heated rooftop restaurant offers one of the most unforgettable dining experiences in Dennis Port! Every dish and drink served is accompanied by sweeping views of Nantucket Sound. Here, made-from-scratch specialties are crafted with local, seasonal ingredients and creative flair (reservations encouraged).

Pro Tip: Cap the night with an espresso martini & dessert at the bar (scratch made from Pelham On The Rise Bakery!)
 

DAY 2

BREAKFAST:

Pelham on the Rise

Pick up scratch made pastries from Pelham on the Rise. Get the freshest pastries crafted with real ingredients. Their rotating, seasonal menu includes items like cinnamon buns, crumb cakes, cookies, homemade granola, and more!

Pro Tip: Order online to have it ready for you in store!

 

Barnstable Whale Watch

Head to Hyannis for a Whale Watcher Cruise! They have been seeing a number of humpback whales, including regulars such as Jabiru, Pele, Nile, and Mogul, as well as minke whales and the occasional fin whale. 

Pro Tip: You can book your trip months in advance to reserve your spot!

Day 3

Day Trip to Provincetown 

Head up to Provincetown for an afternoon of fun. There are several shops, art galleries, restaurants, museums, and a plethora of live entertainment! There is something for everyone in Provincetown.

Pro Tip: stop by the National Seashore on your way there!

 

Lunch at Pepe's on the Waterfront

Right on iconic Commercial Street in Provincetown, where historic charm meets seaside elegance. This iconic two-story building offers a premier experience, seamlessly blending indoor and outdoor spaces for an enchanting waterfront ambiance.

Pro tip: sit on the upper deck to enjoy the ocean breeze!

 

Stop by the National Seashore on the way home!

Discover 40 miles of beach, marshes, and ponds that support all kinds of wildlife species. See the lighthouses, cultural landscapes and cranberry bogs!

Pro tip: wear warm clothes to walk one of the 11 walking trails! Our favorite is the Atlantic White Cedar Swamp Trail, followed by walking up the paths to the lookout at Marconi Beach *Picture Perfect!*

 

Dinner at Tides Kitchen & Bar

For Tacos & Margaritas located at Pelham On Earle in Harwich!