Cape Cod Itinerary 5 Days

Welcome to your 5-day journey through Cape Cod, where you’ll experience the coastal charm of this beautiful destination. Discover a mix of stunning Cape Cod beaches, historic lighthouses, picturesque villages, and a variety of Cape Cod activities that will make your Cape Cod vacation unforgettable. Located in Massachusetts, Cape Cod is a popular vacation destination for families, couples, and solo travelers alike. With its scenic routes, rich history, and beautiful landscapes, it’s the perfect destination for a Cape Cod road trip and Cape Cod sightseeing. Unwind on a serene beach, explore charming towns, and make unforgettable memories on your trip to Cape Cod. Get ready for your travel to New England!

Day 1: Exploring the Beaches

Begin your Cape Cod adventure with a relaxing day spent exploring the gorgeous beaches. Start the morning off at Nauset Beach, recognized for its expansive shoreline and delightful crystal-clear waters. Take long walks and unwind soaking in the unspoiled beauty.

Then, head off to Chatham Lighthouse Beach for a picturesque view of the iconic Lighthouse. A walking trail along the shoreline is perfect for a leisurely stroll, and provides an up-close and personal view of the stunning lighthouse.

Lastly, watch the sun set at Skaket Beach, where you can enjoy a peaceful picnic while taking in the natural beauty of the Cape. Bring along some snacks and a suitable picnic blanket, and unwind by the shore.

Cape Cod beaches

Make the most of your day with plenty of seaside activities to enjoy while exploring the Cape. From taking a dip in the refreshing waters to indulging in beach games, Cape Cod beaches offer a full range of fun activities to choose from and ensure a fulfilling vacation.

Day 2: Historic Lighthouses and Cape Towns

Explore the rich history of Cape Cod on day two of your vacation. Start off by visiting Highland Lighthouse in Truro, the oldest and tallest lighthouse on Cape Cod. Enjoy the panoramic views from the lighthouse, and learn about its fascinating history dating back to the early 1800s.

For the second part of your day, head to Provincetown, a vibrant town known for its arts scene and charming streets. Stroll through the galleries, boutiques, and cafes. Don’t miss Race Point Lighthouse, located within the Cape Cod National Seashore. Discover the maritime history of the lighthouse and the surrounding area, and take in the stunning ocean views.

End your day with a relaxing stroll through the historic streets of Sandwich, the oldest town on the Cape. Enjoy the picturesque scenery and learn about the town’s rich history. Visit the Sandwich Glass Museum to witness captivating glassblowing demonstrations and explore impressive glass collections from throughout history.

Cape Cod lighthouses

“Cape Cod is a source of inspiration for so many artists, and the historic towns and lighthouses are true symbols of the region’s beauty and charm.”

Day 3: Whale Watching and Outdoor Adventures

Experience the exciting outdoors on day three of your Cape Cod vacation. The town of Barnstable offers a fantastic whale-watching excursion, where you can witness whales in their natural habitat and cross off a thrilling item from your bucket list. Take in the incredible sights and sounds as you cruise along the Cape’s coastlines, and watch as whales majestically breach the surface of the water.

Cape Cod whale watching

In the afternoon, head over to the Cape Cod Museum of Natural History, which has three floors of interactive exhibits and displays that showcase the diverse wildlife and ecosystems of the Cape. From exploring the butterfly house to visiting the outdoor aquarium, there are plenty of opportunities to learn and have fun.

To end your day, enjoy a leisurely bike ride along the famous Cape Cod Rail Trail, which stretches 22 miles from Dennis to Wellfleet. The paved trail offers stunning views of cranberry bogs, salt marshes, and sandy beaches, making for a scenic and relaxing end to your day.

Day 4: Charming Villages and Historical Sites

On day four, continue your Cape Cod adventure by exploring the region’s charming villages and historical sites. Start your day in Brewster, a town known for its historic homes and beautiful beaches. Take a stroll along the Brewster Flats and enjoy the stunning natural scenery. Visit the Brewster Historical Society Museum and learn about the town’s rich history.

Next, continue your journey to Wellfleet, where you can discover the town’s art galleries and visit the Wellfleet Harbor Actors Theater. The theater has been entertaining audiences with its outstanding performances for over 30 years and is a must-visit Cape Cod attraction.

Cape Cod Vacation

Finally, end your day in Barnstable Village, where you can visit the Centerville Historical Museum and explore the picturesque streets. Take a stroll through the charming village and enjoy the beautiful architecture of the historic buildings.

Places to Visit on Day 4

Town/City Attraction
Brewster Brewster Historical Society Museum
Brewster Brewster Flats
Wellfleet Wellfleet Harbor Actors Theater
Barnstable Village Centerville Historical Museum

Day four of your Cape Cod itinerary is a perfect combination of relaxation, history, and culture. Explore the charming villages, experience the rich cultural scene, and embrace the natural beauty of this stunning destination.

Day 5: Cape Cod National Seashore and Outdoor Recreation

On the final day of your Cape Cod vacation, explore the natural beauty of the Cape Cod National Seashore. The area boasts over 40 miles of pristine beaches, marshes, and ponds, making it a haven for outdoor enthusiasts.


Start your day with a visit to Marconi Beach. This scenic beach is known for its spectacular sand cliffs and clear, turquoise waters. Take a leisurely walk along the shoreline or relax on the soft sand.

Cape Cod Beach

Next, head to Salt Pond Visitor Center, where you can learn about the unique coastal ecosystem. Exhibitions and programs showcase the area’s diverse wildlife and habitats.

In the afternoon, embark on a scenic drive along Route 6A, also known as the Old Kings Highway. The winding road travels through quaint coastal towns with charming local shops, galleries, and restaurants. Admire the picturesque scenery and get a sense of Cape Cod’s history.

Activity Location
Biking Cape Cod Rail Trail
Kayaking Wellfleet Bay Wildlife Sanctuary
Hiking Cape Cod National Seashore Trails

If you’re up for more adventure, consider trying some of the following activities:

  • Go kayaking in the protected coves and bays of Wellfleet Bay Wildlife Sanctuary.
  • Hike some of the Cape Cod National Seashore’s trails and soak in the beautiful scenery.
  • Bike along the Cape Cod Rail Trail, which spans 25 miles and passes through picturesque towns.

End your day revelling in the highlights of your Cape Cod road trip as you enjoy a final evening dinner at one of the many scenic dining options. Cape Cod is a perfect ending to your outdoor exploration adventure.

Getting Around Cape Cod: Transportation Options

Exploring Cape Cod is convenient, with a number of transportation options available to visitors. If you’re planning a Cape Cod road trip, renting a car is a great way to fully explore the region and take in the scenic views along the way. Alternatively, the Cape Cod Regional Transit Authority buses provide easy access to popular destinations and attractions, making it simple to get around without a car.

When it comes to sightseeing, consider taking a ferry from Hyannis or Harwich Port to Martha’s Vineyard or Nantucket for a day trip full of adventure. Additionally, bike rentals are available throughout the Cape, allowing you to explore the picturesque routes and pathways that run through charming towns and along stunning beaches.

Cape Cod Transportation

Pros and Cons of Transportation Options

Transportation Option Pros Cons
Renting a Car – Flexibility to travel at your own pace
– Ability to explore remote locations
– Convenience for families with children and luggage
– Parking can be challenging in busy areas
– Traffic during peak season can be problematic
– Extra costs for gas, insurance, and rental fees
Public Transportation – Affordable way to get around the Cape
– Regular schedules and routes available
– No need to worry about parking
– Limited accessibility to remote locations
– Schedules may not work for all itineraries
– Can be crowded during peak season
Ferry – Beautiful views and unique travel experience
– Option to visit nearby islands and coastal towns
– Choice of different departure times
– Can be weather-dependent and subject to cancellations
– Can be expensive, especially for families or large groups
– Requires additional transportation once at the destination
Biking – Affordable and eco-friendly option
– Allows for closer contact with the environment
– Good for healthy recreation and fitness
– Limited range and endurance
– Requires suitable equipment and conditions
– Not recommended for families with small children or elderly members

No matter which transportation option you choose, make sure to plan ahead and check schedules and availability. With so much to see and do on Cape Cod, you won’t want to miss a thing.

Where to Stay on Cape Cod: Accommodation Options

While exploring Cape Cod on your vacation or road trip, you’ll need a comfortable place to rest your head at night. Fortunately, the region offers a range of accommodation options to suit any budget or preference. From cozy bed and breakfasts to luxurious beachfront resorts, Cape Cod has something for everyone.

If you’re looking for a central location, consider staying in the popular town of Hyannis. Known as the transportation hub of Cape Cod, Hyannis offers easy access to attractions, dining options, and beaches. Chatham, located on the southern tip of the Cape, is a charming town with plenty of historic sites and upscale boutiques. For a lively atmosphere, Provincetown is a great choice, offering an array of galleries, restaurants, and nightlife options.

Cape Cod vacation

Beachfront Resorts

Resort Name Location Price Range
The Ocean Club on Smugglers Beach South Yarmouth $200 – $400 per night
Chatham Bars Inn Chatham $500 – $1000 per night
Sea Crest Beach Hotel Falmouth $250 – $500 per night

Bed and Breakfasts

  • The Old Manse Inn – Brewster
  • The Palmer House Inn – Falmouth
  • The Inn at Cook Street – Provincetown

Budget-Friendly Options

  • Hostelling International – Eastham
  • The Tern Inn – Harwich Port
  • The Escape Inn – South Yarmouth

No matter where you choose to rest your head on Cape Cod, you’ll be met with warm hospitality and stunning scenery. Book your Massachusetts vacation today and experience all that the Cape has to offer.

Dining and Culinary Delights on Cape Cod

When you’re on your Cape Cod vacation, don’t miss the chance to indulge in the region’s culinary delights. Cape Cod boasts a diverse range of restaurants, from seaside shacks to fine dining establishments.

Firstly, be sure to try the famous Cape Cod clam chowder, a hearty and creamy soup made with fresh clams. For seafood lovers, there’s nothing better than a seafood feast at one of the region’s iconic seafood shacks, such as the famous Lobster Pot in Provincetown.

If you prefer a more upscale dining experience, there are plenty of options too. Enjoy farm-to-table cuisine at the Chatham Bars Inn, or savor traditional New England fare at the Red Pheasant Inn in Dennis.

Cape Cod also has a thriving craft beer scene, with breweries such as Devil’s Purse Brewing Company in South Dennis and Cape Cod Beer in Hyannis offering tours and tastings.

Cape Cod foods


Your 5-day Cape Cod itinerary has unveiled the coastal charm of this picturesque destination. From serene beaches to historic lighthouses and charming villages, Cape Cod offers a perfect blend of relaxation and exploration.

Embrace the natural beauty of Cape Cod National Seashore and immerse yourself in the rich history of the region by exploring the lighthouses and quaint towns. Don’t forget to indulge in the delicious local cuisine and take advantage of the outdoor activities that Cape Cod has to offer.

Whether you’re planning a Massachusetts vacation or a Cape Cod road trip, this itinerary is a great starting point for discovering all that the region has to offer. So pack your bags, hit the road, and get ready to make unforgettable memories on your New England travel adventure.