Friday, August 2

Friday Warm-Up Ride - 15 miles

Download Friday Route turn-by-turn cue sheet

Download Friday Route FIT file for your GPS device

Arrival time: 4:00pm beach opens for non-stickered vehicles

Meeting time: 4:15pm welcome and ride

Parking: Breakwater Beach (approx. 250 Breakwater Rd, Brewster, MA 02631)

Ride: 15 miles of leisurely riding between Brewster beaches interspersed with back roads and bike path miles. We will end the ride at Breakwater Beach to sample local brews and toast the start of the weekend.

We will aim to wrap up around 6pm to give you time to find dinner on your own.

Saturday, August 3

saturday - 32 miles

Download Saturday Route turn-by-turn cue sheet

Download Saturday Route FIT file for your GPS device

Meeting time: 8:30am

Parking: Nauset Regional Middle School (78 Eldredge Park Way, Orleans, MA, 02653)

Our Saturday ride will begin in Orleans and take the scenic route to Rock Harbor then wind through the marshes to First Encounter Beach in Eastham. From there, we will enjoy easy bike path miles north to our turnaround on the dune at White Crest Beach in Wellfleet. On our way back south, we will pedal out to the ocean-side through the Cape Cod National Seashore to the Coast Guard Station. After riding the boardwalk over the marsh, we’ll take the bike path back to Orleans to end the ride at Hog Island Beer Co for lunch and a post-ride brew.

Expect to wrap up mid-afternoon for some recovery time before dinner.

Saturday evening Dinner

6:30pm at Sesuit Harbor Cafe (357 Sesuit Neck Rd, Dennis, MA 02638)

Please join us for an evening featuring the freshest seafood served family-style around waterfront picnic tables. Don’t let the casual setting fool you - this is some of the best seafood you’ll find. If you’re not a seafood eater, alternatives will be available. This meal is included with your registration.

This place is supremely popular and the parking situation reflects that. Please carpool if you’re traveling with friends. Staff will arrive early to order food and claim a table, so don’t stress.

Water and seltzers will be provided. BYO alcoholic beverages.

Sunday, August 4

Sunday ride - 19 miles

Meeting time: 9:00am

Download Sunday Route turn-by-turn cue sheet

Download Sunday Route FIT file for your GPS device

Parking: Chatham Town Parking Lot (21 Stage Harbor Road, Chatham, MA, 02633)

The final ride of our weekend will take us to Lighthouse Beach in Chatham to see the tip of the ‘elbow’ — one area of the Cape that’s actively growing in landmass. After pedaling past some of Chatham’s largest waterfront homes and cutest postage stamp cottages, we roll along the bike path to Red River Beach in Harwich. We will bring the weekend to a close with lunch at Chatham Fish Pier watching the commercial fisherman come and go while seals hunt for food around the boats, all while sampling the catch of the day.

Expect to be done for the weekend by 1pm.

Lodging

Lodging is not included with your registration. You will notice that each of the weekend’s activities meets in a different location - Friday afternoon ride in Brewster, Saturday morning ride in Orleans, Saturday dinner in Dennis, and Sunday morning ride in Chatham.

Gratuity

After receiving many thoughtful questions about tipping, we would like to share that gratuities for your tour guides and support staff are not included in the Weekend Getaway registration price. If you would like to extend an additional “thank you” at the end of the weekend, tips will be pooled among the staff associated with your Getaway.