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Maine’s Shores & Lighthouses Getaway Bike Tour

  • Lighthouse near Portland with waves
  • Lobster buoys
  • Pier in Kennebunkport
  • Sea bream in Maine
  • Sailboat and shore
  • Peak's Island, Maine
  • Lobster dinner
  • Pier pilings
  • Yellow lobster boat
DURATION
4 Day(s)
DAILY BIKING
20 to 30 miles
TRIP DIFFICULTY
2-Easier to Intermediate
STARTING FROM
$1495
SINGLES ADD FROM
$540

Trip Overview

Enjoy the beautiful Maine coastline, historical towns, iconic rivers, islands, and lighthouses!

You start in the city of Portland, a history-rich seacoast town with a working waterfront and hundreds of one-of-a-kind shops. After seeing the cityscape, you take a ferry across Casco Bay to ride the coast of Peaks Island ... while visiting museums that dive into the rich seafaring traditions of the island. Experience famous, small coastal towns like Kennebunkport and Old Orchard Beach, where you get an insider look at the culture of seacoast living.

Head inland to see the bays and pristine rivers where salmon run during the migration period. And as a special treat, you unpack once and spend all three nights at the prestigious Higgins Beach Inn, a block from the waterfront and the unspoiled white sands of lovely Higgins Beach.

Itinerary

From start to finish, check out the route.

DAY 1 - Arrival Day
Distance: 19 miles | Terrain: Easier | Higgins Beach Inn
Meet your leaders at the hotel in Portland. After brief introductions, shuttle to the trailhead and get fitted on your bike. Next, enjoy a scenic ride to explore the coast around Portland and beyond. Begin along the Eastern Promenade bike path, where you discover the history of Casco Bay and the Calendar Islands. From there, take a ferry to Peaks Island – once known as the “Coney Island of Maine” and an important WWII outpost. Stop to visit the 5th Maine Museum and Battery Steele to learn how this small island played a vital role in two wars and how it became part of the historic register … and the first property protected by the Peaks Island Land Preserve. Next, cycle around the island for stunning open ocean views. Have your first night's dinner at the Sea Glass Restaurant.
DAY 2 - Coast to Lighthouse
Distance: 30 miles | Terrain: Easy to Intermediate | Higgins Beach Inn
It's time to discover Casco Bay's shores and the lighthouses that make this state unique! Ride through history as you stop at five different lighthouses today. Get the full lighthouse story as you visit each ... capturing each photo-worthy moment, and – whenever possible – climbing up the lighthouse. You can imagine the exciting lives and essential responsibilities of lighthouse keepers. With each one you visit on this ride, you can learn about the unique tasks surrounding keeping the vital light burning for ships at sea. Tonight, have dinner on your own around Pine Point Beach.
DAY 3 - Brunswick and Merrymeeting Bay
Distance: 36.6 miles| Terrain: Intermediate | Higgins Beach Inn
Leave the coast today to explore inland. Start at the quintessential town of Brunswick, Maine – a college town dating back to the early 1800s. Your ride continues out of town toward Merrymeeting Bay, a rare natural feature formed where six different rivers empty into the bay, including two rivers you see during your ride (Kennebec River and Androscoggin River). Lunch is at Annabelle's Bakery and cafe with freshly baked bread, pastries, and more. Finish your ride in the trees at Whiskeag trailhead, where you can enjoy a short walk or relax under the shade. Your final celebration dinner is on the Maine coast.
DAY 4 - Kennebunk to Old Orchard Beach
Distance: 38 miles | Terrain: Intermediate
Start your ride at the villages of Kennebunk and Kennebunkport, which are one of the oldest European-settled towns in the United States, with beautiful 18th- and 19th-century homes. Next, you follow the coast through Cape Porpoise, Goose Rocks, Fortunes Rocks, and to Biddeford Pool. After exploring the coast, head to iconic Old Orchard Beach — with lots to explore from the boardwalk, the amusement pier built in 1898, and the historical town. Lunch will be in town. Afterward, the group heads back to Portland to say our goodbyes.

Map

Dates & Pricing

Prices are per person based on double occupancy (2 people in one room). Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.

Start End Cost Availability
Jun 23, 2023 Jun 26, 2023 $1495.00 Available! Reserve Reserve
Aug 21, 2023 Aug 24, 2023 $1495.00 Available! Reserve Reserve
Aug 25, 2023 Aug 28, 2023 $1345.00 Private Reserve Reserve
Sep 04, 2023 Sep 07, 2023 $1495.00 Available! Reserve Reserve

What’s Included

3 nights’ lodging, 3 breakfasts, and 2 dinners (you are on your own for all lunches, and 1 dinner in Pine Point Beach), certain museum tickets, and ferry tickets. We also include detailed maps and itineraries, experienced guides, full van support — plus the use of a bike and helmet. Airfare is not included.

Dates & Pricing

Prices are per person based on double occupancy (2 people in one room). Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.

Start: Jun 23, 2023
End: Jun 26, 2023
Cost: $1495.00
Availability: Available!
Reserve
Start: Aug 21, 2023
End: Aug 24, 2023
Cost: $1495.00
Availability: Available!
Reserve
Start: Aug 25, 2023
End: Aug 28, 2023
Cost: $1345.00
Availability: Private
Reserve
Start: Sep 04, 2023
End: Sep 07, 2023
Cost: $1495.00
Availability: Available!
Reserve

What’s Included

3 nights’ lodging, 3 breakfasts, and 2 dinners (you are on your own for all lunches, and 1 dinner in Pine Point Beach), certain museum tickets, and ferry tickets. We also include detailed maps and itineraries, experienced guides, full van support — plus the use of a bike and helmet. Airfare is not included.

Inns

Where you stay along the way.

Higgins Beach Inn
Higgins Beach Inn, which has origins dating back to the 19th century, is a Maine beach hotel within a stone’s throw of the unspoiled sands of Higgins Beach, just 20 minutes from bustling Portland. Nestled between Prouts Neck and Crescent Beach State Park, Higgins Beach Inn is perfectly situated for a leisurely vacation on one of Southern Maine’s finest beaches. Plan time for sunbathing, walks along the beach, surfcasting, treasure hunting for sand dollars and shells, boogie boarding, and more!

Gallery

Images from this tour. Click each to see it larger.

Lighthouse near Portland with waves Lobster buoys Pier in Kennebunkport Sea bream in Maine Sailboat and shore Peak's Island, Maine Lobster dinner Pier pilings Yellow lobster boat