With almost 400 miles from Kittery to the Canadian border, the coast of Maine presents incredibly diverse landscapes brimming with New England charm. This trip encompasses the very best that coastal Maine has to offer, from quaint artistic towns to the dramatic beauty of craggy shorelines that look out to historic island lighthouses.
Treat yourself to a variety of Maine delicacies like smoked salmon, fresh blueberries, the local favourite 'whoopee pie' and the world-famous Maine lobster. This distinctive trip gives you a unique insight into the creativity and beauty of the area as you ride through Acadia National Park, along the Schoodic Peninsula and through picturesque waterfront towns, all the while spoilt with unmatched ocean views.
Undoubtedly a highlight of your trip, the accommodation featured on this holiday is of great standard. You'll spend your week in charming New England Inns dotted along Maine's rugged coastline, with the exception of your first night in Portland city. Brimming with tradition and warm hospitality, a cosy room and hearty breakfast awaits you after an exhilarating day cycling.
Add extra nights in Portland or Boston should you want to explore these exciting American cities.
After arriving in Boston, you'll take a local bus to Portland, Maine where your hotelier will pick you up. You'll spend your first night in Portland to rest up before being collected the following morning for your transfer to Spruce Head.
Overnight Portland Regency Hotel & Spa, Portland (breakfast included).
You'll be met at your Portland hotel and transferred to your first traditional New England Inn located in Spruce Head. From here, you'll embark on your first ride along coastal roads to the fishing village of Port Clyde and onto Marshall Point lighthouse, made famous by Forrest Gump. In the evening, you'll have plenty of time to marvel at the coastal views from the lovely garden of your inn.
Overnight Craignair Inn, Spruce Head (breakfast included).
Take a moment to enjoy your morning coffee overlooking the beautiful ocean before setting off to Birch Point State Park, home to the fascinating Owls Head lighthouse standing guard over Penobscot Bay. Continue to the eclectic village of Rockland, known as one of the world’s largest distributors of lobster. You have the option to visit Farnsworth Museum of Art featuring an extensive collection of art from the Wyeth family. Rockland is also home to many charming shops and galleries so there’s plenty to explore at your own pace this evening.
Overnight Berry Manor Inn, Rockland (breakfast included).
You will enjoy great views of the Camden Hills and Rockland Harbour as you take an early morning ferry to Vinalhaven. Spend the day discovering the island, browsing downtown, and cycling up the island. Enjoy a swim in an old granite quarry and get a glimpse into island life before returning on the ferry back to Rockland.
Overnight Berry Manor Inn, Rockland (breakfast included).
Today, you have some lovely options to consider for your ride. As the route from Rockland to Camden is 16.5km, we have a couple of loop rides that you can add in at Beauchamp Point (this is a beautiful 11km coastal ride through a natural reserve) and in the Camden Hills state park where sweeping views of Camden and Penobscot Bay await (24km). On your arrival in Camden, take your time wandering around this picturesque town, featuring a well-sheltered harbour surrounded by lush forests and hills.
Overnight Hartstone Inn, Camden (breakfast included).
Your morning begins with an included transfer to Bar Harbour, the gateway to Acadia National Park. This stunning national treasure will be your home for the day as you ride through breath-taking scenery along Acadia’s famous carriage roads. Gifted by philanthropist John D. Rockefeller Jr, he envisioned motor-free byways to visit the heart of Mount Desert Island taking advantage of the incredible scenic views; thus, the carriage ways were created. This is a fantastic ride where you become fully immersed in the best of Maine’s captivating landscapes.
Overnight Sandbar Cottage, Bar Harbour (breakfast included).
A highlight of your week, your day begins with a unique ferry ride across Frenchman Bay to Winter Harbour and the Schoodic Peninsula. With over 27 acres of unique pink granite shores, it's easy to see why artists are frequently inspired by this stunning peninsula. Along your ride, you'll be rewarded with remarkable views over Mount Desert Island, Cadillac Mountain, and the historical lighthouses of Mark Island, Baker Island, and Egg Rock. Admire the dramatic waves as they crash into Schoodic's rugged shore before continuing to a traditional lobstering community.
Please note, if you have opted for an e-bike on this trip, the ferry does not accept e-bikes therefore an alternative route is available on the quieter side of Acadia in Southwest Harbour (58km).
Overnight Sandbar Cottage, Bar Harbour (breakfast included).
What better way to end your New England escape than to cycle Acadia National Park's famous Park Loop, winding along the craggy shore. You have the option to climb Cadillac Mountain (additional 10km), the highest point on the North Atlantic seaboard as a spectacular finish to your week! Transfer at noon back to Portland for your return bus to Boston Airport or for an extra night or two in this bustling American city.
During your holiday you stay at the following hotels. If you'd like to extend your time at any of these or, if you'd like to enhance your stay with an upgraded room, just let us know at the time of booking.
To find out more call our sales team on 0044 1606 720199, use our live webchat or email sales@headwater.com
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Extra nights: Please contact us for details.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
Extra nights: Please contact us for details.
Call now to speak to our specialist team at 0044 1606 720199 or email us at sales@headwater.com for enquiries or to book your trip.
Here at Headwater we thrive on feedback from our customers. It's the only way we can continue to develop, and where necessary improve, our services and ensure our holidays continue to be the best they can be. However, as this is a relatively new holiday, we don't yet have any customer reviews available.
You can be confident that our pricing includes all the standard requirements of your holiday and many additional extras. Always ensure that you are comparing like for like when booking your holiday.
This 7 night self-guided cycling holiday includes:
Hotel-to-hotel accommodation in a mix of hotels
All breakfasts
Management by your local Headwater-appointed agent
Headwater navigation app for your smartphone
Bike hire
Luggage transfers between hotels
All lodging taxes and gratuities
Transfer between Portland & your first/last inns and car transfers as per itinerary
Round trip ferries between Rockland & Vinalhaven and between Bar Harbour & Winter Harbour
How to book:
To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' or 'check availability' button below.
To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'check availability' button below.
Departing | Tour only | Prices ![]() |
Single supplement | |
---|---|---|---|---|
10th Jun 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
17th Jun 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
24th Jun 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability |
Departing | Tour only | Prices ![]() |
Single supplement | |
---|---|---|---|---|
1st Jul 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
8th Jul 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
15th Jul 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
22nd Jul 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
29th Jul 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability |
Departing | Tour only | Prices ![]() |
Single supplement | |
---|---|---|---|---|
5th Aug 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
12th Aug 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
19th Aug 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
26th Aug 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability |
Departing | Tour only | Prices ![]() |
Single supplement | |
---|---|---|---|---|
2nd Sep 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
9th Sep 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
16th Sep 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
23rd Sep 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability | ||||
30th Sep 2023 | US$4379 | US$840 | Tour only: US$4379 Single supp: US$840 |
Check availability |
Check availability |
Departing | Tour only | Prices ![]() |
Single supplement | |
---|---|---|---|---|
18th May 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
25th May 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability |
Departing | Tour only | Prices ![]() |
Single supplement | |
---|---|---|---|---|
1st Jun 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
8th Jun 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
15th Jun 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
22nd Jun 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
29th Jun 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability |
Departing | Tour only | Prices ![]() |
Single supplement | |
---|---|---|---|---|
6th Jul 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
13th Jul 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
20th Jul 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
27th Jul 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability |
Departing | Tour only | Prices ![]() |
Single supplement | |
---|---|---|---|---|
3rd Aug 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
10th Aug 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
17th Aug 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
24th Aug 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
31st Aug 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability |
Departing | Tour only | Prices ![]() |
Single supplement | |
---|---|---|---|---|
7th Sep 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
14th Sep 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
21st Sep 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability | ||||
28th Sep 2024 | US$4699 | US$840 | Tour only: US$4699 Single supp: US$840 |
Check availability |
Check availability |
The prices quoted for each individual departure supercede those published in our current brochures. Air prices are subject to change and we advise early booking to obtain the best prices. Please see our Planning your holiday and What's included in the price? pages for additional information.
Solo travellers
Please call for details and prices
Children
Please contact us for child prices.
Holiday type
Self-guided cycling Managed locally by Headwater appointed agent.
Departures
UK departures on Saturdays only from May to October (tour begins Sundays) from 10th Jun 2023 to 28th Sep 2024, for 7 nights. All dates are subject to availability, please contact us to check.
Meals
All breakfasts
Electric bikes
It is possible to hire electric bikes for this holiday at a supplement of £304 per person. As these are available on a first come first served basis, we recommend early booking to avoid disappointment.
Tour only
If booking inclusive flights, we arrange bus transfers between Boston Logan International Airport and Portland, Maine (approx. 2h). Your hotel in Portland will collect you from the bus station for your first night. The following morning, you will be transferred to the next accommodation in Spruce Head to begin your cycling tour (approx. 1:45h). Going home, you will be transferred back to Portland, Maine from your last accommodation (approx. 1:50h) for the bus back to Boston Airport.
Please note: If you're adding extra nights, then your return transfer from your last accommodation to Portland station isn't included. This transfer is only included when departing on a Saturday at 12pm as it's a shared transfer. We can arrange this transfer for you at an additional cost.
To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' button above.
If you need further information before you book simply complete our Holiday Enquiry Form and a member of our sales team will get back to you.
To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'Check availability' button below.