Family Friendly Relaxation Road Trip Itinerary in Cape Cod

Day 1: Arrival in Hyannis

Hyannis, Massachusetts

9:00 AM

Breakfast at Daily Paper

Start your Cape Cod adventure with a delicious breakfast at Daily Paper, known for its fresh bagels and hearty omelets.
Located in downtown Hyannis, you can easily walk to the restaurant.
USD20, 1 hour

10:30 AM

Explore Cape Cod Maritime Museum

Dive into the maritime history of Cape Cod with interactive exhibits and stunning artifacts at the Cape Cod Maritime Museum.
Short 5-minute drive from Daily Paper
USD10, 2 hours

1:00 PM

Lunch at The Roadhouse Café

Head to The Roadhouse Café for a scrumptious lunch offering everything from seasonal salads to freshly caught seafood.
A quick 5-minute drive from the museum.
USD60, 1.5 hours

2:30 PM

Relax at Kalmus Beach

Spend a relaxing afternoon soaking up the sun and enjoying the gentle waves at Kalmus Beach, perfect for families.
A 10-minute drive from the café.
Free, 3 hours

6:00 PM

Dinner at Spanky's Clam Shack

Enjoy a family-friendly vibe with a dinner at Spanky's Clam Shack, where the kids can indulge in clam chowder and lobster rolls.
A 15-minute drive back towards Hyannis’ waterfront.
USD70, 1.5 hours

8:00 PM

Sunset Stroll on Cape Cod Canal

Finish your day with a peaceful stroll along the Cape Cod Canal, where you can watch the boats go by and catch a beautiful sunset.
Just 10 minutes each way from the restaurant.
Free, 1 hour
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Day 2: Charming Chatham

Chatham, Massachusetts

8:00 AM

Breakfast at The Lazy Lobster

Enjoy a hearty breakfast with a seafood twist at The Lazy Lobster, featuring fresh local catch and eggs.
About 30 minutes drive from Hyannis to Chatham.
USD50, 1 hour

9:30 AM

Visit Chatham Lighthouse

Climb to the top of Chatham Lighthouse for stunning views and great photo opportunities, immersing in local history.
A 10-minute drive or 20-minute walk from the café.
Free, 1.5 hours

11:00 AM

Seal Watch Tour

Embark on a thrilling boat tour to see the seals up close in their natural habitat, a highlight for the whole family.
Book a tour from a local vendor in Chatham Harbor.
USD120, 2 hours

1:00 PM

Lunch at Chatham Fish & Lobster Company

Indulge in fresh seafood dishes, sandwiches, and lobster rolls while enjoying views of the harbor.
Short drive from the harbor.
USD80, 1.5 hours

2:30 PM

Relax at Lighthouse Beach

Spend the afternoon at Lighthouse Beach, building sandcastles and splashing in the gentle surf.
A 5-minute drive from the lunch spot.
Free, 3 hours

6:00 PM

Dinner at The Bell in Hand Tavern

Round off your day at The Bell in Hand Tavern for a cozy dinner featuring local cuisine and vibrant atmosphere.
Quick drive from the beach.
USD75, 1.5 hours

8:00 PM

Evening Ice Cream Treat

Treat the family to dessert at the famous Chatham Candy Manor for homemade fudge and ice cream.
A short walk from the tavern.
USD30, 1 hour
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Day 3: Discovering Provincetown

Provincetown, Massachusetts

8:00 AM

Breakfast at The Purple Feather

Begin the day with a delightful breakfast at The Purple Feather, known for its colorful ambiance and delicious pastries.
A 40-minute drive from Chatham to Provincetown.
USD45, 1 hour

9:30 AM

Visit Pilgrim Monument & Provincetown Museum

Climb the Pilgrim Monument for panoramic views of Cape Cod and to learn about the history of the first settlers.
Located in the heart of Provincetown.
USD15, 2 hours

12:00 PM

Lunch at The Lobster Pot

Enjoy a waterfront lunch at The Lobster Pot, famed for its clam chowder and lobster dishes.
A 10-minute walk from the monument.
USD85, 1.5 hours

1:30 PM

Relax at Herring Cove Beach

Spend a leisurely afternoon at Herring Cove Beach, where kids can play in the sand and you can unwind.
A 10-minute drive from the restaurant.
Free, 3 hours

5:00 PM

Dinner at Fanizzi's Restaurant

Celebrate your last evening in Cape Cod with a family dinner at Fanizzi's Restaurant, known for its warm hospitality and coastal cuisine.
A 10-minute drive from Herring Cove Beach.
USD90, 1.5 hours

7:30 PM

Sunset at Commercial Street

Stroll down Commercial Street for shops and galleries, and settle in for a stunning sunset by the water.
A short walk from the restaurant.
Free, 1 hour
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