🌿 RelaxedLong weekend · from Boston, MA
Sandy Shores, Vineyards & Coastal Charm
Escape to Cape Cod's pristine beaches and award-winning vineyards for a blissful weekend of coastal exploration and culinary indulgence.
Day 1 — Cape Cod National SeashoreDay 2 — Town Neck BeachDay 3 — Leyden Farm Vineyard & Winery
Day 1 — Cape Cod National Seashore
Day 1 — Cape Cod National Seashore
🚗 2 hr 34 min driving📍 4 stops
🌅
Morning
🚗
Drive
Boston, MA → Cape Cod National Seashore
1 hr 44 min8:00 AM → 9:44 AM
Cape Cod National Seashore
Over 40 miles & 40,000 acres of dune-filled beaches, salt marshes & hiking & cycling paths.
9:44 AM📍 See location
☀️
Afternoon
🚗
Drive
Cape Cod National Seashore → Truro Vineyards
6 min12:00 PM → 12:06 PM
Truro Vineyards
Sip award-winning wines on sun-drenched vineyard grounds while taking in sweeping views of the Cape Cod landscape.
12:06 PM📍 See location
🌙
Evening
🚗
Drive
Truro Vineyards → Mac's Chatham Fish & Lobster
44 min5:00 PM → 5:44 PM
🍽️ Dinner5:44 PM
✓ In your plan★ 4.5PRICE_LEVEL_MODERATE
Mac's Chatham Fish & Lobster
Enjoy the freshest catch of the day in a no-fuss, waterfront setting that captures the authentic charm of a coastal fishing village.
📍 See location →↕ Swap with
🛏️
Find lodging near Cape Cod National Seashore
Book somewhere to sleep before Day 2 — search hotels or Airbnb in the Cape Cod National Seashore area.
Day 2 — Town Neck Beach
Day 2 — Town Neck Beach
🚗 1 hr 37 min driving📍 4 stops
🌅
Morning
🚗
Drive
Cape Cod National Seashore → Town Neck Beach
48 min8:00 AM → 8:48 AM
Town Neck Beach
This hidden gem provides a serene, family-friendly beach experience with calm waters and a quieter atmosphere away from crowded tourist spots.
8:48 AM📍 See location
☀️
Afternoon
🚗
Drive
Town Neck Beach → Cape Cod Winery
25 min12:00 PM → 12:25 PM
Cape Cod Winery
Discover locally-crafted wines in a relaxed tasting room environment perfect for lazy afternoons and making new friends.
12:25 PM📍 See location
🌙
Evening
🚗
Drive
Cape Cod Winery → The Local Tavern and Grille
24 min5:00 PM → 5:24 PM
The Local Tavern and Grille
★ 4.5Settle into a cozy neighborhood spot for hearty comfort food and craft beverages in an unpretentious, welcoming atmosphere.
5:24 PM📍 See location
🛏️
Find lodging near Town Neck Beach
Book somewhere to sleep before Day 3 — search hotels or Airbnb in the Town Neck Beach area.
Day 3 — Leyden Farm Vineyard & Winery
Day 3 — Leyden Farm Vineyard & Winery
🚗 4 hr 44 min driving📍 3 stops
🌅
Morning
🚗
Drive
Town Neck Beach → Leyden Farm Vineyard & Winery
1 hr 55 min8:00 AM → 9:55 AM
Leyden Farm Vineyard & Winery
9:55 AM📍 See location
☀️
Afternoon
🚗
Drive
Leyden Farm Vineyard & Winery → Shepherd's Run
34 min12:00 PM → 12:34 PM
Shepherd's Run
12:34 PM📍 See location
🌙
Evening
🚗
Drive
Shepherd's Run → Cornerstone Pub
24 min5:00 PM → 5:24 PM
🚗
Drive
Cornerstone Pub → Boston, MA
1 hr 51 min6:24 PM → 8:15 PM
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