6 days in Cape Cod, Nantucket & Oak Bluffs Itinerary

6 days in Cape Cod, Nantucket & Oak Bluffs Itinerary

Created using Inspirock Massachusetts route builder

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Make it your trip
Drive
1
Hyannis
— 1 night
Drive
2
Wellfleet
Drive
3
Provincetown
Drive
4
Hyannis
— 1 night
Drive
5
Chatham
— 1 day
Drive
6
Hyannis
— 1 night
Ferry
7
Nantucket
— 1 day
Ferry
8
Hyannis
Drive
9
Falmouth
— 1 night
Drive
10
Oak Bluffs
— 1 day
Drive
11
Falmouth
— 1 night
Drive

S M T W T F S
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Hyannis

— 1 night

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
On the 4th (Mon), relax in the rural setting at Hokum Rock Blueberry Farm.

To find other places to visit, reviews, ratings, and tourist information, read Hyannis trip planner.

Boston to Hyannis is an approximately 1.5-hour car ride. You can also fly; or take a bus. In October, daytime highs in Hyannis are 20°C, while nighttime lows are 10°C. Wrap up your sightseeing on the 5th (Tue) early enough to drive to Wellfleet.
Find places to stay Oct 4 — 5:
Highlights from your trip

Wellfleet

Wellfleet is a town in Barnstable County, Massachusetts, United States, and is located halfway between the "tip" and "elbow" of Cape Cod. Kick off your visit on the 5th (Tue): snap pictures at Uncle Tim's Bridge.

For maps, where to stay, other places to visit, and other tourist information, read Wellfleet trip builder site.

You can drive from Hyannis to Wellfleet in an hour. Alternatively, you can take a bus. In October in Wellfleet, expect temperatures between 20°C during the day and 11°C at night. On the 5th (Tue), you'll have the morning to explore before heading off to Provincetown.
Find places to stay Oct 5 — 6:
Highlights from your trip

Provincetown

Birthplace of American Liberty

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Kick off your visit on the 5th (Tue): appreciate the history behind Pilgrim Monument & Provincetown Museum, browse the exhibits of Provincetown Town Hall, and then stroll through Race Point Beach.

To see other places to visit, maps, more things to do, and other tourist information, refer to the Provincetown sightseeing planner.

Provincetown is just a short distance from Wellfleet. In October, plan for daily highs up to 20°C, and evening lows to 11°C. Finish your sightseeing early on the 5th (Tue) so you can drive to Hyannis.

Things to do in Provincetown

Beaches · Parks · Outdoors · Museums
Find places to stay Oct 5 — 6:

Hyannis

— 1 night

Capital of Cape Cod

For photos, more things to do, where to stay, and more tourist information, read our Hyannis online holiday planner.

Getting from Provincetown to Hyannis by car takes about 1.5 hours. Other options: take a bus. On the 6th (Wed), you're off to Chatham.

Things to do in Hyannis

Outdoors · Parks · Tours · Museums
Find places to stay Oct 5 — 6:

Chatham

— 1 day
Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Your day by day itinerary now includes Chatham Candy Manor as well as Yankee Ingenuity. Kick off your visit on the 6th (Wed): stop by Yankee Ingenuity, stop by Chatham Candy Manor, stroll through Nauset Beach, then examine the collection at Chatham Railroad Museum, then enjoy the sea views from Chatham Lighthouse, and finally kick back and relax at Chatham Lighthouse Beach.

To see traveler tips, photos, maps, and more tourist information, go to the Chatham trip planning site.

Drive from Hyannis to Chatham in an hour. Alternatively, you can take a bus. October in Chatham sees daily highs of 20°C and lows of 11°C at night. Wrap up your sightseeing on the 6th (Wed) early enough to drive to Hyannis.

Things to do in Chatham

Beaches · Parks · Outdoors · Shopping

Side Trip

Find places to stay Oct 6 — 7:

Hyannis

— 1 night

Capital of Cape Cod

To find where to stay, more things to do, reviews, and more tourist information, refer to the Hyannis trip maker app.

You can drive from Chatham to Hyannis in an hour. Alternatively, you can take a bus. You will leave for Nantucket on the 7th (Thu).

Things to do in Hyannis

Outdoors · Parks · Tours · Museums
Find places to stay Oct 6 — 7:

Nantucket

— 1 day
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 7th (Thu), see the interesting displays at Whaling Museum, kick back and relax at Madaket Beach, and then visit a coastal fixture at Sankaty Head Lighthouse.

To find where to stay, traveler tips, and more tourist information, go to the Nantucket trip itinerary site.

Traveling by ferry from Hyannis to Nantucket takes 2 hours. Alternatively, you can fly. Expect a daytime high around 20°C in October, and nighttime lows around 12°C. Finish up your sightseeing early on the 7th (Thu) so you can catch the ferry to Hyannis.

Things to do in Nantucket

Museums · Beaches · Parks · Outdoors
Find places to stay Oct 7 — 8:

Hyannis

Capital of Cape Cod

To find maps, photos, and more tourist information, refer to the Hyannis trip itinerary maker website.

You can ride a ferry from Nantucket to Hyannis in 2 hours. Alternatively, you can fly. You'll set off for Falmouth on the 7th (Thu).

Things to do in Hyannis

Outdoors · Parks · Tours · Museums
Find places to stay Oct 7 — 8:

Falmouth

— 1 night
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. To find other places to visit, maps, more things to do, and other tourist information, you can read our Falmouth trip itinerary planning app.

Getting from Hyannis to Falmouth by car takes about an hour. Other options: take a bus. In October, daily temperatures in Falmouth can reach 20°C, while at night they dip to 9°C. You will leave for Oak Bluffs on the 8th (Fri).

Things to do in Falmouth

Outdoors · Parks · Tours · Museums
Find places to stay Oct 7 — 8:

Oak Bluffs

— 1 day
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 8th (Fri): experience rural life at Island Alpaca Company of Martha's Vineyard, then admire the landmark architecture of Trinity Park Tabernacle, then don't miss a visit to Flying Horses Carousel, and finally take a stroll through Martha's Vineyard Camp meeting Association (MVCMA).

Plan trip to Oak Bluffs with our itinerary maker to find out where to go and what to do.

Traveling by car from Falmouth to Oak Bluffs takes 1.5 hours. Alternatively, you can ride a ferry; or do a combination of taxi and ferry. In October, daily temperatures in Oak Bluffs can reach 21°C, while at night they dip to 9°C. Cap off your sightseeing on the 8th (Fri) early enough to catch the ferry to Falmouth.

Things to do in Oak Bluffs

Neighborhoods · Historic Sites
Find places to stay Oct 8 — 9:

Falmouth

— 1 night
On the 9th (Sat), visit a coastal fixture at Nobska Point Lighthouse.

To see other places to visit, traveler tips, and other tourist information, you can read our Falmouth route planning website.

Traveling by car from Oak Bluffs to Falmouth takes 1.5 hours. Alternatively, you can ride a ferry; or do a combination of ferry and taxi. You will have some time to spend on the 9th (Sat) before leaving for home.

Things to do in Falmouth

Historic Sites
Find places to stay Oct 8 — 9:
Highlights from your trip

Cape Cod travel guide

4.4
Beaches · Dolphin & Whale Watching · Specialty Museums
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.

Martha's Vineyard travel guide

4.4
Beaches · Lighthouses · Landmarks
Martha's Vineyard is an island located south of Cape Cod in Massachusetts that is known for being an affluent summer colony. It includes the smaller Chappaquiddick Island which is usually connected to the Vineyard, though storms and hurricanes have been known to separate the two. The last such separation of the islands was in 2007 and the two islands are again connected as of April 2, 2015.It is the 58th largest island in the United States, with a land area of 100sqmi, and the third largest on the East Coast of the United States, after Long Island and Mount Desert Island. The island constitutes the bulk of Dukes County, Massachusetts, which also includes the Elizabeth Islands and the island of Nomans Land.The Vineyard was home to one of the earliest known deaf communities in the United States; consequently, a special sign language developed on the island called Martha's Vineyard Sign Language (MVSL).The 2010 census reported a year-round population of 16,535 residents, although the summer population can swell to more than 100,000 people. About 56% of the Vineyard's 14,621 homes are seasonally occupied.

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