Cape Cod Weekend Getaway by Bike, Ferry and Train





+ Overview

We begin with a high-speed ferry from Boston to the lovely, remote tip of the Cape, Provincetown. Surface streets carry you southward towards the vast National Seashore and Wellfleet, home to arguably the best oysters in the world, and to the starting point for the Cape's wonderful rail trail. We've found plenty of food and drink stops dotting your route south to Dennis, where the rail trail ends and more surface streets pick up your route west to Hyannis and the Cape Town Flyer, a bike-friendly train that will take you back to Boston.


Quiet on-road riding out of Provincetown, unavoidable busy Route 6 that connects the upper cape to Wellfleet (but has a wide shoulder) and those that carry you the last western third of the trip to Hyannis, and of course the blissfully flat and quiet rail trail section. The northern portion of the Cape is more hilly than most realize, so in hot weather and with a loaded bike, you may need a lot more water than you think.

Cape Cod Rail Trail


This weekend getaway is your's to customize but here are a few ideas:

  • Beach Bum - Take the ferry to Provincetown, hang out, bike around the lovely city, maybe a day trip to Truro and back, explore the beaches and Province Lands Bike Trail and then head back to Boston on the ferry.
  • 2 day Provincetown to Hyannis - Take the ferry to Provincetown and stay in Ptown or Truro. Saturday-bike 25 miles to Eastham or Orleans and spend the night with a side visit over to the National Seashore. Sunday - bike 25 miles to Hyannis and take the train home.
  • 2 day Hyannis to Provincetown - Take the train to Hyannis and simply reverse the itinerary above. The benefits of this itinerary is that you get to end with a coastal ride into Provincetown, which is a much nicer town than Hyannis.
  • Long Weekend - split the 50 miles into 3 days or add some detours to the Province Lands Bike Trail, National Seashore or the Old Colony Rail Trail to Chatham for a total of 83 miles.

Google Map

Ride with GPS

+ Map & Logistics

Cape Cod Weekend Getaway Map



Download the RideWithGPS app to experience this route with voice navigation.


WHAT TO BRING? Ergo for Napping on Bike Reality check. Just like hiking or even car camping, less is more. Especially when you'll be lugging everything on your bike, we usually opt for the credit card style of tour (hotels, bnbs, eating out). But awesome if you can bike pack, too!

Bare essentials - sunblock, water bottle, change of clothes, swimsuit. If you have young children, make sure to figure out the napping while biking situation. Trailers are great for this and our special trick for front/rear child seats are using an Ergo and pillow.

+ Transportation


Bay State Cruise Company

  • Bay State Cruise Company

    FARES - One way fairs are $59 (adult), $39 (3-12 years), $23 (babies - don't shoot the messenger), $6 (bikes)
    DATES - May 16 - Oct 16
    FRIDAY - leaves World Trade Center at 8:30am, 1pm, 5:30pm
    SUNDAY - leaves Provincetown at 10:30am, 3pm, 7:30pm

Boston Harbor Cruises

  • Boston Harbor Cruises

    FARE - One way fairs are $58 (adult), $39 (3-12 years), $23 (babies - don't shoot the messenger), $6 (bikes)
    DATES - May 16 - Oct 10
    FRIDAY - leaves Long Wharf at 9am, 2pm, 6:30pm
    SUNDAY - leaves Provincetown at 11am, 4pm, 8:30pm


CapeFlyer train

  • CapeFLYER-bikes ride FREE!

    FARE - $22 one way
    DATES - Memorial Day to Labor Day
    FRIDAY - leaves South Station at 5:50pm
    SUNDAY - leaves Hyannis at 6:40pm

CapeFlyer's bike car is convenient for 3 reasons: 1) roll-on from the platform (no lifting), 2) floor and hanging bike storage and 3) IT'S NEXT TO THE BAR CAR!

CapeFlyer's bike car is convenient for 3 reasons: 1) roll-on from the platform (no lifting), 2) floor and hanging bike storage and 3) IT'S NEXT TO THE BAR CAR!

+ Lodging

We curated these accommodations because they are conveniently located off the bike route. If you prefer maps like us, please check out the google map linked above to see their locations.


HOSTELS Truro Hostel


$$ HOTELS Even'Tide Motel

$$$ HOTELS Ocean Edge Resort

"Hatch House" in Wellfleet, is a modern house you can rent. Photo credit to NYTimes

"Hatch House" in Wellfleet, is a modern house you can rent. Photo credit to NYTimes

+ Highlights



Beaches and marsh land surround a small town at the very end of the cape, world famous for its food, art, and gay scene. You should definitely consider the early ferry so you can bike the Province Land bike trails!


Best known for its namesake oysters, Wellfleet is perhaps the quintessential cape town, full of sea food, beaches, and modern ’50s homes.


22 miles of flat, quiet, off-street trail riding between Wellfleet and Dennis.


This protected park encompasses the entire shoreline from the "elbow" of the cape at Chatham up and around Provincetown, eventually protecting over 43,000 square miles of beach.

+ Eats & Drinks


  1. WIRED PUPPY, 379 Commercial St, Provincetown, 508-487-0017
    Pour over coffee, 7 days 6:30am-5:30pm
  2. HOT CHOCOLATE SPARROW, 5 Old Colony Way, Orleans, 508-240-2230
    Chocolate served hot and cold. Su-Th 6:30am-8:30pm / F-Sa 6:30am-10pm
  3. SNOWY OWL COFFEE ROASTERS, 2624 Main Street, Brewster, 415-640-1912
    Pourover coffee with free range chickens! M-F 6:30am-3pm (closed Wed), Sa-Su 7:30am-4pm


  1. TRURO VINEYARDS + SOUTH HOLLOW SPIRITS, 11 Shore Rd, North Truro, 508-487-6200
    Small, new brewery! F 2-6pm / Sa 12-6pm

Truro Vineyards

Salty Market MARKETS

  1. SALTY MARKET, 2 Highland Rd, Truro, 508-487-0711
    Groceries, gourmet deli and curated beer & wine. M-Sa 7am-9pm / Su 8am-9pm Main Street Wine & Gourmet
  2. MAIN STREET WINE & GOURMET, 42 Main St, Orleans, 508-255-1112
    Curated selection of wine and beer. M-Sa 10am-6pm / Su 12-5pm
  3. ORLEANS WHOLE FOOD STORE, 46 Main St, Orleans, 508-255-6540
    Hippy groceries and deli. M-Sa 8:30am-6pm / Su 9am-6pm
  4. PLEASANT LAKE GENERAL STORE, 403 Pleasant Lake Ave, Harwich
    Shephard's pie, "take and bake" pies, breakfast and lunch sandwiches and local beer & wine selection. 7 days 7am-5pm (Sun 'til 3pm)

Pleasant Lake General Store

Ice Cream Cafe ICE CREAM

  1. BOB'S SUB & CONE, 814 US-6, South Wellfleet, 508-349-6181
    Trailside ice cream shop. 7 days 11am-10pm
  2. ICE CREAM CAFE, 5 S Orleans Rd, Orleans, 508-240-0003
    Homemade ice cream (V, GF)
  3. KATIE'S HOMEMADE ICE CREAM, 568 Main St, Hyannis, 508-771-6889
    "The Best Ice Cream on Cape Cod." 7 days 10:30am-11pm


  1. RELISH, 93 Commercial St, Provincetown, 508-487-8077
    Bakery, sandwiches and GF chocolate chip cookies. 7 days 7:30am-6pm
  2. THE WICKED OYSTER, 50 Main St, Wellfleet, 508-349-3455
    Wellfleet oysters, craft cocktails and also serving breakfast, lunch and dinner. Th-M 7:30am-2pm, 5-9pm
  3. PJ'S FAMILY RESTAURANT, 2616 US-6, Wellfleet, 508-349-2126
    Family restaurant with GF rolls and seafood breadcrumbs. 7 days 11am-8:30pm
  4. PB BOULANGERIE BISTRO, 15 Lecount Hollow Rd, South Wellfleet, 508-349-1600
    Authentic French bakery. 7 days 7am-7pm PB Boulangerie Bistro
  5. RED BARN PIZZA & MORE, 4180 State Hwy, Eastham, 508-255-4500
    Pizza (GF). Su-Th 11am-8pm / F-Sa 11am-9pm
  6. HOLE IN ONE, 98 MA-6A, Orleans, 508-255-3740
    Donuts, bagels, bakery, breakfast & lunch. 7 days 5am-3pm El Guapo's
  7. EL GUAPO'S, 239 Underpass Rd, Brewster, 508-896-3338
    Fresh, simple tacos with a cause. Eat Cake 4 Breakfast
  8. EAT CAKE 4 BREAKFAST, 302 Underpass Rd, Brewster, 508-896-4444
    Trailside bakery right next to a bike shop. Tu-Su 7am-2pm
  9. IDGY'S GLUTEN FREE RESTAURANT, 23 Whites Path, South Yarmouth, 508-694-7451
    Entirely GF restaurant! M-F 8am-5pm / Sa-Su 8am-3pm
  10. NAKED OYSTER BISTRO & RAW BAR, 410 Main St, Hyannis, 508-778-6500
    Oyster bar with barrel-aged spirits, local beer and seafood menu. 7 days, 12-3:30pm / 5-9:30pm
Naked Oyster, Hyannis

Naked Oyster, Hyannis