New for 2026, The South Island Stretch covers 100 miles of everything that makes riding on Whidbey Island special. Quiet country roads, sweeping Puget Sound views, charming small towns, and climbs that will test your legs and reward you with scenery worth every pedal stroke. Starting and finishing at Coupeville Elementary School, riders head south through the island's spine, loop through Freeland and Langley, push all the way down to the Clinton area, and wind their way back north. With 6,828 feet of elevation gain, this route is a genuine achievement. Train well, fuel up, and enjoy every mile.

New for 2026, The Freeland Fondo delivers everything you love about riding on Whidbey Island in one satisfying package. Starting and finishing at Coupeville Elementary School, this 48.6-mile route heads south along the west side of the island, passing through rolling farmland and catching glimpses of Admiralty Inlet before reaching Freeland. From there, the route swings back north along the east side, tracing the shores of Holmes Harbor on the return to Coupeville. With 3,249 feet of elevation gain and a max grade just over 10%, this is a ride that will push you — and leave you grinning at the finish line.

Some rides are about the challenge. The Fort Casey Slow Roll is about the joy. This beloved 11-mile route is the heart and soul of Tour de Whidbey — a gentle, scenic loop that welcomes riders of all ages and abilities to experience the best of central Whidbey Island. Starting at Coupeville Elementary School, the route winds through the stunning open farmland of Ebey's Landing National Historical Reserve before looping around Fort Casey State Park, a historic military installation perched on the bluffs above Admiralty Inlet. With just 263 feet of elevation gain and a max grade under 2%, there's nothing standing between you and a perfect morning on the island. Bring the whole family — this one's for everyone.

The Langley Loop is the metric century that has it all. Starting and finishing at Coupeville Elementary School, this 66-mile route takes riders south along the west side of the island toward Mutiny Bay, then swings east to the charming waterfront village of Langley. Known for its galleries, restaurants, and stunning views of Saratoga Passage, Langley makes a fitting landmark at the far point of the route. From there, riders make their way back north through Freeland and up through the island's heart to Coupeville. With 4,484 feet of elevation gain and a max grade pushing 10%, The Langley Loop will challenge you — and reward you with some of the most beautiful riding in the Pacific Northwest.

New for 2026, The North Ender takes you where no other Tour de Whidbey route goes. Starting and finishing at Coupeville Elementary School, this 36-mile route heads north through the Penn Cove area and up into Oak Harbor, offering wide open riding and views that feel a world away from the island's busier south end. The return trip winds back south through the rolling terrain around Ebey's Landing and Fort Casey before bringing you home to Coupeville. With 1,772 feet of elevation gain and a max grade of 8.6%, it's a satisfying challenge with plenty of variety and big sky views that only the north end of Whidbey can deliver.