Classic Cape Cod 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!
DAY 2
BREAKFAST
The Red Cottage
Start your day with a classic Cape Cod breakfast at The Red Cottage, a beloved local institution since 1951. From hearty omelets to fluffy pancakes and fresh-squeezed orange juice, this cozy spot is known for its charm and consistently delicious breakfast fare.
Pro Tip: Arrive early to beat the lines—this place is popular for a reason!
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: Guests at any of our three Pelham Hospitality properties get discounted tickets!
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
Located at Pelham On Earle in Harwich!