Tip to Tip Gravel Tours

Ride across beautiful Prince Edward Island from North Cape to East Point:

  • Take the award-winning Confederation Trail and enjoy a car-free ride on a relatively flat, crushed gravel surface;

  • Add in seaside riding by fusing together the Confederation Trail and the paved paths on the North Shore;

  • Experience the best of PEI's gravel and clay roads while taking in views of rusty red cliffs, soft sand dunes, lighthouses, and fishing villages and more; or

  • Let us design a custom Tip to Tip Tour for you (Contact Us)

Confederation Trail

Ride across the Island on the car-free, fine crushed gravel of the award-winning Confederation Trail. It'll take you past wetlands and through hardwood groves, through quaint villages, along sparkling rivers and bays. As a rail trail, it is relatively flat with its gradient never exceeding 2%...
5-7 days / 4-6 nights
40-60 km per day
273-300 km total

The Trail-Shore Fusion 

Experience both the quiet beauty of the Confederation Trail fused with the spectacular paved seaside pathways of PEI National Park, which run parallel to the ocean offering stunning views of sand dunes, red cliffs and beaches, and lighthouses...
5-7 days / 4-6 nights
44-62 km per day
310 km total

The Four-Thirty

Take PEI's Gravel Challenge and traverse the Island on PEI's finest gravel and clay roads, red clay heritage lanes, interspersed with sections of the Confederation Trail, paved seaside pathways of PEI National Park, and quiet country pavement. You'll see rusty red cliffs, sand dunes, sandy beaches, fishing villages, and more...
5 days / 4 nights
430 km | 2,670 m

The Five-Forty

This route packs in more gravel and more climbing as you cross the Island on gravel roads, clay lanes, sections of the Confederation Trail, and quiet country paved roads. This tour features nearly all of PEI's scenic Heritage roads, which are narrow red clay lanes preserved to look much like they did a century ago...
5 days / 4 nights
540 km | 4,329 m

Support Packages

All of our tours come with a support package of your choice. We can meet the support needs of traditional touring or bikepacking cyclists wanting shuttle transport all the way up to those who want a fully-supported, guided tour. Check below to find the perfect level of support for your tour.

Basic

Fully Self-Supported for:
  • Cyclists doing traditional touring or bikepacking
  • Cyclists who want to book their own accommodations
Includes:

Shuttle
Shuttle transport from your downtown Charlottetown Hotel to the start of your route, and transport back to your hotel from the end of your route.

Bronze

Fully Self-Supported for:
  • Cyclists doing "credit card" touring or bikepacking
Includes:

Everything in the Basic Package +

Accommodations
We book your accommodations at a mix of hotels, resorts, inns, and BnBs, inns, and BnBs.

Silver

Partially-Supported for:
  • Cyclists who want to travel light with minimal gear on their bike
Includes:

Everything in the Bronze Package +

Luggage Transfer
We transfer your luggage (medium sized bag) between your accommodations.

Gold

Fully-Supported for:
  • Cyclists who want a worry-free ride where complimentary food and water stations are provided along with an on-course support vehicle 
Includes:

Everything in the Silver Package +

Full On-Course Support
Support vehicle on-course; nutrition stations with complimentary lunch, snacks, and water, and access to your luggage; emergency pickups if required.

Platinum

Fully-Supported & Guided for:
  • Cyclists who want a carefree ride experience with a knowledgeable local guid, on-course support, and complimentary nutrition stations
Includes:

Everything in the Gold Package +

Guide
A knowledgeable local guide to ride with your group

Tailwind Cycling Tours
41 Hollis Ave. Unit 41, Stratford PE, C1B 4A1

902-367-5191

info@tailwindcyclingtours.ca