Cape Cod Road Trip Itinerary
Experience the beauty of the Cape Cod region with this 7-day road trip from Boston. Start your journey in Plymouth, where you can explore the Pilgrim Monument and the Mayflower II, a replica of the original Mayflower ship. Next, continue to Orleans, where you can soak up the sun on Nauset Beach. Then, make your way to Chatham, where you can visit the Chatham Lighthouse and the Chatham Fish Pier. Finally, end your trip in Wareham, where you can explore the Wankinquoah River and enjoy the area’s excellent fishing.
The total distance of this road trip is approximately 506km and the best time to go is during the summer months when you can take advantage of the beautiful beaches and landscapes. The roads are in excellent condition, though some sections may be narrow or curvy. This road trip offers a unique experience and memories that will last a lifetime, but it should be noted that it can be quite expensive to complete. With that in mind, it’s still a great option for any driver looking for a truly memorable journey.
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number of days
506 km
route length
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START
Boston
Distance 506 km
Driving time 10.0 h
Pace: modest
131.7 kWh
Airports
BOS
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Boston, the capital of Massachusetts, is a vibrant and historic city located on the east coast of the United States. It is an ideal starting point for the "Cape Cod Road Trip" and is home to some of the most iconic sights in the country. From the Freedom Trail, a 2.5-mile walking tour of 16 sites important to the US's Revolutionary War, to the Boston Tea Party Ship & Museum, the city has plenty to offer. Visitors should also take in the views from the top of the Prudential Center, one of the city's highest points, and explore the numerous art galleries, museums and historical landmarks, such as the USS Constitution Museum, the Harvard Art Museums and the Isabella Stewart Gardner Museum.
Those traveling to Boston by air will arrive at Logan International Airport (IATA: BOS), which is located just minutes from downtown Boston. Car rental services are available at the airport, making it easy to pick up a car and start your road trip. As you drive along the coast, you can explore picturesque towns, sandy beaches, and enjoy plenty of outdoor activities, from whale watching to fishing and golf. Whether you're looking for a relaxing getaway or an adventure-filled experience, the Cape Cod Road Trip is sure to have something for everyone.
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Boston
- Plymouth
Distance 90 km
Driving time 2.0 h
Pace: modest
23.4 kWh
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Welcome road-trippers! We invite you to explore the 56mi route from Boston to Plymouth, a journey that will take you fewer than 2 hours. Along the way, you will have the chance to visit some of the most interesting places in the United States.
In Boston, you will find the iconic Freedom Trail, a 2.5-mile walking route that takes you through 16 of the city's most historic sites. You won't want to miss the USS Constitution, the oldest commissioned warship in the world, or the Paul Revere House, the oldest house in downtown Boston.
In Plymouth, you can explore the Mayflower II, a replica of the original Mayflower that brought the Pilgrims to America in 1620. You can also visit Plimoth Plantation, an outdoor museum that recreates the original settlement of the Pilgrims.
For more information about the attractions, accommodation options, recommended restaurants, and campsites along the route, please refer to the Itinerary of this stage. We wish you a safe and memorable journey!
Plymouth - United States - North America - Road Trip - www.flickr.com
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2
Plymouth
- Sagamore
Distance 32 km
Driving time 0.6 h
Pace: modest
8.2 kWh
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Greetings road-trippers! Are you ready for a memorable journey from Plymouth to Sagamore? This 20 mi drive will take you less than an hour, so sit back and enjoy the scenery!
Start your journey in Plymouth, a small, charming town in Massachusetts, known for its historical sites, such as the Pilgrim Monument and Plymouth Rock. Don’t forget to visit the Plimouth Plantation, a living history museum that recreates the original settlement of the Pilgrims.
Continue your journey to Sagamore, a town located on the Cape Cod Canal. Here, visitors can enjoy a variety of activities, from fishing and kayaking to biking and hiking. Sagamore is also home to the Sagamore Hill National Historic Site, the former home of President Theodore Roosevelt.
Make sure to take your time and enjoy the ride. The scenic road will take you through some of the most beautiful landscapes of Massachusetts.
For more information about attractions, accommodation options, recommended restaurants, and campsites along the route, please check the “Itinerary” of this stage.
Happy travels!
Sagamore - United States - North America - Road Trip - Wikipedia, the free encyclopedia
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3
Sagamore
- Orleans
Distance 56 km
Driving time 1.2 h
Pace: modest
14.6 kWh
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Take a journey through history and natural beauty as you travel from Sagamore to Orleans. Enjoy a scenic drive of 35 miles, taking less than two hours, as you explore the historical sites and natural wonders of this part of the United States.
Start your journey in Sagamore, where you can explore the Sagamore Hill National Historic Site, the former home of President Theodore Roosevelt. Then, take a drive through the beautiful countryside and take in the sights of the area.
Next, you will reach Orleans, a charming town located on the Cape Cod National Seashore. Here, you can take a stroll along the Cape Cod Rail Trail, or visit the Cape Cod Museum of Natural History.
As you make your way through Sagamore and Orleans, be sure to take note of the historical sites and scenic roads along the way. With so much to see and explore, you're sure to have an unforgettable journey.
For more information about attractions, accommodation options, recommended restaurants, and campsites along the route, be sure to check the "Itinerary" of this stage.
Orleans - United States - North America - Road Trip - Wikimedia Commons
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4
Orleans
- Wellfleet
- Provincetown
Distance 50 km
Driving time 0.9 h
Pace: modest
12.9 kWh
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Embark on an exciting road trip from Orleans to Provincetown! The winding road takes you through the quaint town of Wellfleet, a popular destination among beachgoers and nature lovers alike. Enjoy the scenic views of the Cape Cod Bay and the Atlantic Ocean as you make your way through this 31-mile journey, which will take you less than an hour to complete. Visit the Wellfleet Historical Society to learn about the town's rich history, or take a stroll along the picturesque Wellfleet Harbor. As you make your way to Provincetown, be sure to take in the breathtaking views of the Cape Cod National Seashore along the way. Once you make it to Provincetown, explore the town's vibrant art scene, visit the Pilgrim Monument, and take a stroll along the harbor. With so much to see and do, you won't want to miss out on this amazing road trip! For more information on attractions, accommodations, restaurants, and campsites along the route, be sure to check out the Itinerary for this stage.
Provincetown - United States - North America - Road Trip - Wikimedia Commons
Provincetown - United States - North America - Road Trip - Wikimedia Commons
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5
Provincetown
- Truro
- Chatham
Distance 58 km
Driving time 1.0 h
Pace: fast
17.4 kWh
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Start your journey in Provincetown, the most eastern point of the United States, and discover the beauty of the Cape Cod area. Take a 36-mile drive through Truro and Chatham and enjoy the scenic road. Visit Provincetown's beaches, galleries, and restaurants. Take a stroll through Truro's conservation areas and admire the natural beauty of the area. Finally, end your journey in Chatham and explore the beaches, lighthouses, and quaint shops. During the drive, be sure to take in the stunning views of the Atlantic Ocean. With a driving time of fewer than one hour, this is the perfect stage for a road trip. More information regarding attractions, accommodation options, recommended restaurants, and campsites along the route is available in the "Itinerary" of this stage. So, get ready to explore the Cape Cod area and enjoy a memorable road trip experience!
Chatham - United States - North America - Road Trip - www.wallpaperflare.com
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6
Chatham
- Falmouth
Distance 88 km
Driving time 2.4 h
Pace: slow
20.3 kWh
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Embark on an exciting road trip from Chatham to Falmouth! This 55-mile journey will take you less than 3 hours, and you'll be able to take in some stunning views along the way. You'll be driving through winding roads, so be sure to keep your eyes peeled for any hidden gems. In addition, some sections of the road may be narrow, so be sure to keep your focus on the road. From Chatham, you'll be able to explore the beautiful Cape Cod National Seashore, as well as the Chatham Lighthouse. As you continue to Falmouth, you'll be able to explore the fascinating Falmouth Historical Museum, as well as the Shining Sea Bikeway. For more information about attractions, accommodation options, recommended restaurants, and campsites along the route, check out the "Itinerary" of this stage. So, what are you waiting for? Pack your bags and hit the road!
Falmouth - United States - North America - Road Trip - www.ihacom.ca
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7
Falmouth
- Wareham
Distance 37 km
Driving time 0.5 h
Pace: fast
11.0 kWh
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Welcome, road-trippers! Get ready for an unforgettable journey from Falmouth to Wareham, a 23mi drive that will take you less than 1 hour. Admire the beautiful scenery along the way, with rolling hills, lush forests, and the occasional glimpse of the sea.
Start your trip in Falmouth, a charming coastal town with a rich history. Visit the Falmouth Historical Museum to learn about its past, then take a stroll along the Falmouth Maritime Heritage Trail to explore the waterfront. Don't miss the stunning views from Nobska Lighthouse!
Continue your journey to Wareham, a picturesque village situated on the banks of the Agawam River. Here you can explore the Wareham Village Historic District, a charming collection of 18th and 19th century homes. Stop by the Wareham Historical Society Museum to learn more about the area's history, then take a leisurely stroll along the river.
This is just one of the many stages of your road trip, so don't forget to check out the "Itinerary" for more information on attractions, accommodation options, recommended restaurants, and campsites along the route. Have a safe and enjoyable trip!
Wareham - United States - North America - Road Trip - Wikimedia Commons
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8
Wareham
- Boston
Distance 96 km
Driving time 1.5 h
Pace: fast
28.8 kWh
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Welcome to your road trip stage from Wareham to Boston! This 60mi stretch of road will take you less than two hours, and you'll find plenty of interesting places to visit along the way.
First, you'll pass through the historical city of Plymouth, the site of the first Thanksgiving. Here, you can visit the Plymouth Plantation, the Mayflower II, and other historical sites. You'll also pass through the town of Bridgewater, which is home to Bridgewater State University.
As you continue your journey, you'll pass through the towns of Stoughton, Canton, and Milton, before arriving in Boston. Here, you can explore the Freedom Trail, the USS Constitution Museum, and the many other attractions in the city.
Don't forget to take some time to enjoy the scenery as you drive through this beautiful part of Massachusetts. From the rolling hills of Plymouth to the bustling streets of Boston, you won't be disappointed.
For more information about attractions, accommodation options, recommended restaurants, and campsites along the route, please refer to the "Itinerary" of this stage. Enjoy your road trip!
Boston - United States - North America - Road Trip - Wikimedia Commons
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Boston
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Boston, the capital of Massachusetts, is the perfect destination for your road trip to end. As the largest city in New England, Boston has something for everyone.
For those looking for a bit of history, the Freedom Trail is a great place to start. This 2.5-mile walking tour takes you through some of the city’s most important historical sites, including the Paul Revere House, Old North Church, and the USS Constitution.
For a more modern experience, visit the trendy neighborhood of South Boston. This waterfront neighborhood is full of bars and restaurants, and is home to the popular Institute of Contemporary Art.
If you’re looking for a great view of the city, the Skywalk Observatory at the Prudential Center is a must-see. Located on the 50th floor of the building, the observatory offers stunning views of Boston and beyond.
And for those looking for a bit of shopping, the Faneuil Hall Marketplace is the perfect spot. This bustling marketplace is full of stores, restaurants, and street performers, and is a great place to spend an afternoon.
For those traveling by air, the closest international airport is Logan International Airport (IATA: BOS).
No matter what kind of traveler you are, Boston is sure to have something that will appeal to you. So make sure to plan a stop in Boston at the end of your Cape Cod Road Trip.
Cape Cod Road Trip at a glance
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Start:
Boston
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End:
Boston
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Distance:
506 km
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Stay:
7 days
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Getting there:
Logan International Airport (BOS)
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When to drive:
May, June, July, August, September, October
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More info:
More info you can find in the "Itinerary" section at each stage.
Before you set off
Set off on an enchanting 7-day Road Trip from Boston to immerse yourself in the quaint allure of Cape Cod and its surrounding areas. Begin your adventure in the historic town of Plymouth before winding down in the tranquil setting of Wareham, covering an expanse of about 506km graced with captivating landscapes and the quintessential New England coastal charm.
Key Destinations and Top Sights:
- Plymouth: Explore America's early history at Plimoth Plantation, marvel at the iconic Plymouth Rock, and step aboard the Mayflower II, a full-scale replica of the ship that brought the Pilgrims to New England.
- Orleans: Soak up the sun on the golden sands of Nauset Beach or explore the Cape Cod National Seashore for breathtaking views and nature hikes.
- Chatham: Watch the busy comings and goings of fishing boats at Chatham Fish Pier, visit the historic Chatham Lighthouse, and perhaps catch a glimpse of seals frolicking offshore.
- Wareham: Experience the serene beauty of the Wankinquoah River, which offers excellent fishing and kayaking opportunities amid its lush, green landscapes.
Best Time to Go:
The summer months are perfect for this Road Trip, as you'll enjoy warm weather, vibrant town centers, and a plethora of outdoor activities, from beachgoing to whale watching.
Potential Risks:
While the Roads are generally well-maintained, stay vigilant for the occasional narrow or winding Roadways. Be prepared for the Trip's expenses, as the region is a popular tourist destination with prices to match, especially in peak season.
Interesting Facts for Roadtrippers:
- Distance: Roughly 506km total
- Road Conditions: Predominantly excellent, with some sections requiring careful navigation
- Expense: The Trip may be on the pricier side due to the popularity of certain destinations
A good choice for:
Embarking on this Road Trip through Cape Cod and its environs offers a rich tapestry of historical landmarks, stunning natural scenery, and the quintessential charm of New England's coastal towns. While you should be mindful of the costs, the experiences and memories gleaned from this picturesque seaside journey will be worth the investment.
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