Itinerary

Day 1:

We will pick you up in Boston and transport you to Yarmouth to begin your Cape Cod bicycle tour. Pedal along seaside lanes lined with gray-shingled cottages, past ocean views, and expansive beaches before connecting with the Cape Cod Rail Trail. Enjoy a welcome reception and dinner overlooking the bay.
Distance: 19 miles, meals: Lunch, dinner. Lodging: Wequassett Resort and Golf Club

Day 2:

Ride a lovely loop through Chatham to Monomoy National Wildlife Refuge. Pass by stately homes and picturesque bays then visit the lighthouse or browse shops in town. Enjoy a private cruise across Pleasant Bay to view seals and waterfowl!
Distance: 19, 42 miles, Meals: Breakfast. Lodging: Wequassett Resort and Golf Club

Day 3:

Cycle the beautiful Cape Cod Rail Trail to Eastham. Learn more about historic Cape Cod National Seashore at the Visitor Center at Salt Pond. Enjoy a beautiful walk along the picturesque salt marsh. Ride to Nauset Lighthouse and gentle bayside beaches.
Meals: Breakfast, dinner. Lodging: Wequassett Resort and Golf Club

Day 4:

Follow the Cape Cod Rail Trail to its terminus where you can sample treats at a lovely boulangerie. Pedal along quiet back roads through the charming village of Wellfleet then on to Provincetown. The Inn’s elegant rooms are surpassed only by its stunning views over the bay.
Distance: 33 miles, meals: Breakfast, lunch. Lodging: Seaglass Inn & Spa

Day 5:

Ride the Province Lands Bike Paths and visit the Old Harbor Lifesaving Museum, the oldest life saving station in the US. Explore Provincetown’s galleries and shops or climb the Pilgrim Monument for spectacular views from 350’ above sea level.
Distance: 13 miles. Meals: Breakfast, Dinner. Lodging: Seaglass Inn & Spa

Day 6:

Enjoy breakfast at the inn and a walk through town before boarding the ferry to return across Massachusetts Bay to Boston.
Meals: Breakfast. Cruise across Massachusetts Bay

* This is a general itinerary. Tour itineraries are subject to change based on the group, available accommodations and other unforeseen circumstances such as the weather, local conditions, government intervention, that may affect the quality of the trip and/or safety of the participants. Please view this itinerary as an outline as to what to expect on this tour.

Routes: Although most of the riding is on trails and bike paths we do sometimes share the road with traffic. Though it is relatively safe, we encourage guests who feel nervous to get in the van on busier sections.
Shuttle: On this trip, there is a 1 1/2 shuttle ride from Boston to get to the Cape at the start, but no shuttles during the trip unless you request van assistance.
Level of Riding: This is rated as an easy trip with few hills on some of the days. Once again, you can choose to opt for as much or as little riding as you would like.

Lodging

Cape Cod bike Tour

Wequassett Resort and Golf Club, Harwich
Wequassett hosts visitors from the world over, offering world-class accommodations, dining, and recreational facilities in a relaxed atmosphere with warm personal service. The property officially opened its doors to guests in 1925 and continued taking “summer boarders” over the years. The property owners retained control of the resort in 1977 and gradually expanded and upgraded the Inn to a Five Star luxury resort status. (3 nights)

Seaglass Inn & Spa

Spectacular ocean views, luxurious rooms, historic architecture and distinctive service all just steps to the beach. (2 nights)

Accommodations: Our accommodation in Provincetown is simpler and more casual than you may have experienced earlier on in the trip. However, it is the best hotel in town and features a quaint charm and friendly staff.

Included:

• Support of experienced tour leaders from start to finish
• Full van support for a variety of route options
• 5 nights in luxurious and quaint Cape Cod Inns
• All breakfasts, 2 lunches and 3 dinners
• All gratuities at hotels and restaurants
• Private boat cruise on Pleasant Bay
• Wine sampling at Truro Vineyards
• Lighthouse and cranberry bog tours
• Complimentary use of equipment and bikes: Cannondale Synapse Carbon 105, Customized Fuji Absolute 2.0, Limited E-Bikes are available on a first come first serve basis for an extra fee of $300.-
• Baggage transfers and porterage
• Daily route directions, maps, and a downloadable GPS
• The seal cruise and ferry back to Boston are included in the trip.

Not included:

• Flights to and from the tour
• Night before and after the tour
• Limited E-Bikes are available on a first come first serve basis
• Gratuity guides

Pricing / Tour dates

Tour price 2025: $ 4,395.- pp. Single fee starts at $1,110.-
You can avoid a single supplement by sharing a room with another rider.
Start & End: We pick you up at the Boston Marriott Long Wharf at 9:00 AM on day 1. On day 6, you will arrive by ferry back in Boston at the Seaport/World Trade Center at 12:00 PM.
E-bike for an extra fee of $300.-
Tour dates 2025:
14 Sep – 20 Sep
21 Sep – 27 Sep

Conditions

Deposit $500.- pp
The deposit payment for a tour must be paid within two weeks after the booking is confirmed.
The remaining payment is due 90 days before the start of the tour.
For tours that are booked within 90 days before the start of the tour you will pay 100% of the tour price

Information

Start & End:
We pick you up at the Boston Marriott Long Wharf at 9:00 AM on day 1. On day 6, you will arrive by ferry back in Boston at the Seaport/World Trade Center at 12:00 PM. 
Shuttle:
On this trip, there is a 1 1/2 shuttle ride from Boston to get to the Cape at the start, but no shuttles during the trip unless you request van assistance. 
Routes:
Although most of the riding is on trails and bike paths we do sometimes share the road with traffic. Though it is relatively safe, we encourage guests who feel nervous to get in the van on busier sections
Non-Biking Activities:
The seal cruise and ferry back to Boston are included in the trip.
Flexibility:
Our trips are designed to be flexible, giving you the freedom to experience it the way YOU want. So if you want some downtime or to do things on your own, our leaders will work to find you the best days to do it
Level of Riding:
This is rated as an easy trip with few hills on some of the days. Once again, you can choose to opt for as much or as little riding as you would like

A Typical Day
While each day of a vacation is unique, there are similar elements to every day. Your tour leaders will share the selection of options with you and guide you through the day. Choose to do it all or customize the options to your personal preference.

THE COOL OF THE MORNING
Rise in time for breakfast with your fellow travelers and tour leaders who will provide an overview of the day. They will share with you the highlights and mix in a bit of local lore.After breakfast you’ll have time to return to your room before you head off on your ride or to another activity. Of course, if you choose, you can lounge by the pool, arrange for a massage, or a host of other things that suit your fancy.A morning ride might take you through a historic covered bridge, past a series of cascading waterfalls, or through a spectacular stand of cacti. Stop to snap some photos, walk along the falls, or perhaps visit an old-time general store. Everyone is encouraged to ride and explore at their own pace.

LET THE SUN SHINE
Leaders will host a gourmet picnic lunch along the ride or you will have opportunity to eat at one of several venues in a small town along the way. Naturally, everyone’s favorite lunch is a spread put on by the tour leaders. It’s always fun to see what they’ve conjured up and enjoy some laughs with your fellow travelers over lunch.You might visit a local museum or winery, or crank out a few extra miles if you choose. Devouring a good book in a lounge chair overlooking the pool or the sea is also a favored afternoon activity. From a short hike to a waterfall to a visit to small family farm, our bike tours offer much more than simply riding down the road.

AS THE MOON RISES
Join your fellow travelers for a delicious dinner either at the inn or a nearby restaurant. Evening meals seem to incite conversation and laughter over the day’s events. You’ll hear stories of spontaneous encounters and great feats such as milking a cow for the first time – you do what?Meals are sumptuous three to five-course affairs and include options for vegetarians. Folks often go for a little evening walk or retire to the front porch of the inn before drifting off to their rooms. Enjoyable hours in the out of doors are the perfect prescription for a good night’s sleep