5-Day Culinary and Coastal Adventure in Brewster, Cape Cod Itinerary

Fuel up with a hearty breakfast at Brewster Pizza House. After breakfast, spend the morning exploring the local art scene at the Cape Cod Museum of Art.

Enjoy a relaxed lunch at Captain Frosty's Fish & Chips, a favorite spot for locals. Post-lunch, take a guided nature walk at the Brewster Conservation Trust's Punkhorn Parklands to immerse yourself in the natural beauty of the area.

Indulge in a fine dining experience at Chillingsworth Fine Dining, known for its elegant ambiance and exquisite cuisine. After dinner, take a short drive to the Cape Rep Theatre for an evening performance.

Enjoy a breakfast with a view at Ocean Edge Resort & Golf Club. Afterward, tee off for a morning round of golf at the resort's prestigious course.

For lunch, head to Kate's Seafood and try their signature lobster roll. Post-lunch, visit the Crosby Mansion to admire the historic architecture and explore the surrounding grounds.

Dine at The Bramble Inn & Restaurant, a charming spot known for its farm-to-table fare. After dinner, take a leisurely stroll through the Linnell Landing Beach to witness a beautiful Cape Cod sunset.

Start your day with a breakfast at Cobie's, a local favorite known for its bakery items. After breakfast, take a scenic drive to the neighboring town of Chatham.

Explore the quaint streets of Chatham and have lunch at The Squire, a historic pub with a lively atmosphere. Afterward, take a Monomoy Island Excursion to witness the diverse wildlife and pristine beaches of Monomoy Island.

Return to Brewster for dinner at The Old Jailhouse Tavern, where you can enjoy a meal in a unique historic setting. End the evening with a drink at The Woodshed, a cozy spot with live music on select nights.

Enjoy a final breakfast at The Brewster Fish House to wrap up your culinary journey in Brewster. After breakfast, set out on a day trip to Provincetown, where you can explore the vibrant art scene, visit galleries, and enjoy the unique shops and boutiques.

Have lunch at The Mews Restaurant & Cafe in Provincetown, known for its creative cuisine and harbor views. After lunch, take a Dune Tour with Art's Dune Tours to experience the majestic dunes and learn about the area's rich history.

Return to Brewster for a farewell dinner at The Pheasant, a hidden gem with a focus on local and seasonal ingredients. Reflect on your Cape Cod journey over a memorable meal, and raise a glass to the experiences shared and the flavors savored.