New England Beach Road Trip Itinerary

Day 1: August 27 – Arlington to Cape Cod

Morning: Depart Arlington early, enjoy a scenic drive through Boston’s suburbs and cross the Sagamore Bridge into Cape Cod. Stop for coffee on the way and arrive in Hyannis by midday.

Afternoon: Explore Hyannis Harbor, stroll along Main Street, and relax on Kalmus Beach. Grab a fresh lobster roll for lunch at a waterfront eatery.

Evening: Check into your seaside hotel, then dine at Ocean House for classic New England seafood while watching the sunset over the bay.

Day 2: August 28 – Provincetown & Cape Cod National Seashore

Morning: Drive the 45‑minute stretch to Provincetown. Wander the charming art galleries and historic Pilgrim Monument before heading to the dunes.

Afternoon: Spend time at the Cape Cod National Seashore, walking the Salt Pond Visitor Center trails and cooling off at Race Point Beach.

Evening: Return to Hyannis, enjoy a casual dinner at The Black Cat, and take an evening stroll along the harbor.

Day 3: August 29 – Newport, Rhode Island

Morning: Depart Cape Cod and cross the state line, stopping briefly at Narragansett Bay for photos before arriving in historic Newport.

Afternoon: Tour the opulent The Breakers mansion, then walk the famed Cliff Walk for breathtaking ocean vistas.

Evening: Dine on fresh oysters at The Mooring on Bowen’s Wharf, then enjoy a relaxed night in a downtown boutique hotel.

Day 4: August 30 – Return via Portsmouth, NH

Morning: Check out and head north, arriving in Portsmouth, New Hampshire. Browse the historic Market Square and waterfront.

Afternoon: Grab a quick lunch, then continue the drive back to Arlington, reflecting on the coastal memories.

Evening: Arrive home in the early evening, unpack, and unwind after a rewarding beach getaway.

Time and Cost Estimates

• Hyannis Harbor – 2 hrs – $5 (parking)
• Provincetown Main Street – 2 hrs – $10 (parking)
• Cape Cod National Seashore – 4 hrs – $8 (parking)
• The Breakers – 2 hrs – $30 (admission) + $10 (parking)
• Cliff Walk – 2 hrs – $0
• Portsmouth Downtown – 2 hrs – $5 (parking)
• Breakfast (4 days) – 4 hrs total – $60
• Lunch (4 days) – 4 hrs total – $80
• Dinner (3 evenings) – 3 hrs total – $90
• Fuel (round‑trip) – 8 hrs total – $60
• Total Estimated Cost: $358

Tips

If you’d like to extend the trip, consider adding a day in Martha’s Vineyard or a coastal hike in Acadia National Park. To shorten the itinerary, skip Provincetown and spend an extra afternoon in Newport, or replace the Portsmouth stop with a quick coffee break on the way home.