FIVE DAYS OF epic RIDING

Tip to Tip Gravel Tours

Ride across beautiful Prince Edward Island from North Cape to East Point. Enjoy the best of PEI's gravel and clay roads while taking in views of rusty red cliffs, soft sand dunes, lighthouses, fishing villages, and more. 

We offer three fully-supported 5 day/6 night tours:

The Three-Ten (310 km | 193 mi) provides a gentle introduction to gravel touring featuring the award-winning Confederation Trail.
The Four-Thirty (430 km | 267 mi) features red clay and gravel roads as well seaside gravel trails, and a floating boardwalk in PEI National Park.
The Five-Forty (540 km | 336 mi) passes through the hilliest part of PEI featuring sharp climbs and steep descents on our famous red clay.

Feel like a pro on all of our tours with our bike washing service and a support vehicle providing lunch, snacks, and hydration. There are also options to visit some of PEI's best beaches.

Have a group with riders of variable abilities and goals, 

Contact us if you are interested in a modified version of these tours

The Three-Ten

The 310 km (193 mi) route traverses the Island primarily on the smooth, flat crushed gravel of the award-winning Confederation TrailI and on the paved bike paths that pass through PEI National Park. These sections are joined together with a handful of gravel and clay lanes, and paved country roads. This tour is an excellent introduction to gravel riding in PEI while completing the challenge of riding Tip to Tip. 

  • The highlight of this tour is riding through PEI National Park in Cavendish along its seaside gravel trails, floating boardwalks, and multi-use paths that run parallel to sand dunes.

  • Options to visit Cavendish Beach, renowned for its soft sand alongside red cliffs and wind-sculpted dunes, and Basin Head Beach, home of the white "singing sands".

Tour Duration
5 Days / 6 Nights

Accommodations
2- to 4-star hotels

Difficulty
Level 2

Distance
Daily Average = 62 km | 39 mi
Total = 310 km | 193 mi

Elevation
Daily Average = 296 m | 972 ft
Total = 1,482 m | 4,862 ft

Terrain
70% gravel, clay, trail
30% pavement, paved multi-use paths

Starting from
$2,500 CAD per person

The Three-TEN

Itinerary Snapshot 

Charlottetown

Day 1

Arrival & Prep

Settle into your hotel while we prep your bike for your 5 day gravel adventure. Stroll along Charlottetown's beautiful waterfront and then fuel up for your big ride at one of the many nearby restaurants

More Details


North Cape - Mill River

Day 2

57 km  |  35 mi
245 m  |  804 ft
70% gravel

Our shuttle picks you up at your hotel for transport to the northwestern point of PEI: North Cape. There, your ride begins among the wind turbines and meanders around the cape on top of the rusty red cliffs the cape...

More Details

Mill River - Summerside

Day 3

71 km  |  44 mi
208 m  |  682 ft
90% gravel

Enjoy a warm-up on the Confederation Trail before riding by the world's largest potato sculpture at the Canadian Potato Museum...

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Summerside-Rustico

Day 4 

59 km  |  37 mi
523 m  |  1,716 ft
65% gravel

Warm up on the Confederation Trail before heading to PEI National Park. There you'll ride on the Dunelands Trail and a paved path enjoying stunning views of sand dunes, red sandstone cliffs...

More Details

Rustico -Morell

Day 5

60 km  |  37 mi
264 m  |  866 ft
40% gravel

Ride toward Brackley Beach in PEI National Park to experience a second day of paved path riding providing magnificent views of sand dunes and the ocean...

More Details 

Morell - East Point

Day 6

65 km  |  41 mi
242 m  |  794 ft
80% gravel

Ride toward East Point on the Confederation Trail through one of its most scenic sections: St. Peters Bay. There you'll ride parallel to the bay and see mussel farms...

More Details

PEI National Park

The Four-Thirty

The 430 km (267 mi) route traverses the Island on gravel and clay roads, red clay heritage lanes, interspersed with sections on the award-winning Confederation Trail and paved country roads. This tour is ideal for those who want to ride longer daily distances on more gravel and clay roads, but still experience the beauty of the PEI National Park.

  • The highlight of this tour is riding through PEI National Park in Cavendish along its seaside gravel trails, floating boardwalks, and multi-use paths that run parallel to sand dunes.

  • Options to visit Cavendish Beach, renowned for its soft sand alongside red cliffs and wind-sculpted dunes, and Basin Head Beach, home of the white "singing sands".

Tour Duration
5 Days / 6 Nights

Accommodations
2- to 4-star hotels

Difficulty
Level 3

Distance
Daily Average = 86 km | 53 mi
Total = 430 km | 267 mi

Elevation
Daily Average = 534 m | 1,752 ft
Total = 2,670 m | 8,760 ft

Terrain
70% gravel, clay, trail
30% pavement

Starting from
$2,500 CAD per person

The Four-Thirty

Itinerary Snapshot 

Charlottetown

Day 1

Arrival & Prep

Settle into your hotel while we prep your bike for your 5 day gravel adventure. Stroll along Charlottetown's beautiful waterfront and then fuel up for your big ride at one of the many nearby restaurants

More Details


North Cape - Mill River

Day 2

71 km  |  44 mi
261 m  |  859 ft
85% gravel

Our shuttle picks you up at your hotel for transport to the northwestern point of PEI: North Cape. There, your ride begins among the wind turbines and meanders around the cape on top of the rusty red cliffs the cape...

More Details

Mill River - Summerside

Day 3

80 km  |  50 mi
274 m  |  899 ft
80% gravel

Enjoy a warm-up on the Confederation Trail before hiting some backwoods gravel heading toward Tyne Valley...

More Details

Summerside-Charlottetown

Day 4 

104 km  |  65 mi
937 m  |  3,074 ft
65% gravel

Warm up on the Confederation Trail before heading to PEI National Park. There you'll ride on two trails and a paved path enjoying stunning views of sand dunes, red sandstone cliffs...

More Details

Charlottetown -Brudenell

Day 5

84 km  |  52 mi
602 m  |  1,975 ft
85% gravel

Ride out of town on the crushed gravel trails of Fullerton's Park before tackling the rolling red gravel and clay roads of the Dromore area...

More Details 

Brudenell - East Point

Day 6

88 km  |  55 mi
590 m  |  1,936 ft
50% gravel

Ride toward East Point on mellow gravel roads, narrow canopied clay roads, and quiet country pavement...

More Details

Photo By Amy Hall

The Five-Forty

This 540 km (336 mi) 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. You'll also hit nearly all of PEI's scenic Heritage roads, which are red clay lanes preserved to look much like they did a century ago. If you want ride across the Island on the most challenging gravel route, this tour is for you.

  • The queen stage passes through the hilliest part of the island, characterized by sharp climbs and steep descents on our famous red clay

  • Option to finish off the tour with a swim in the ocean at Basin Head Provincial Park, home of the soft, white "singing sands".

Tour Duration
5 Days / 6 Nights

Accommodations
2- to 4-star hotels

Difficulty
Level 4

Distance
Daily Average = 108 km | 67 mi
Total = 540 km | 336 mi

Elevation
Daily Average = 866 m | 2,841 ft
Total = 4,329 m | 14,202 ft

Terrain
70% gravel, clay, trail
30% pavement

Starting from
$2,500 CAD per person

The Five-Forty

Itinerary Snapshot 

Charlottetown

Day 1

Arrival & Prep

Settle into your hotel while we prep your bike for your 5 day, 536 km gravel adventure. Stroll along Charlottetown's beautiful waterfront and then fuel up for your big 5 day ride at one of the many nearby restaurants

More Details


North Cape - Mill River

Day 2

80 km  |  50 mi
363 m  |  1,191 ft

85% gravel

Our shuttle picks you up at your hotel for transport to the northwestern point of PEI: North Cape. There, your ride begins among the wind turbines and meanders around the cape on top of the rusty red cliffs the cape...

More Details

Mill River - Summerside

Day 3

111 km  |  69 mi
344 m  |  1,130 ft

60% gravel

Enjoy a warm-up on the Confederation Trail before hiting some backwoods gravel that takes you to Evangeline, home of the largest Acadian community in PEI...

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Summerside-Charlottetown

Day 4 

133 km  |  83 mi
1950 m  |  6,398 ft

50% gravel

The queen stage takes you from Summerside to the oceanviews of Darnly and then into Brookvale—the hilliest part of the Island, characterized by sharp climbs and steep descents on our famous red clay... 

More Details

Charlottetown -Brudenell

Day 5

118 km  |  73 mi
1,009 m  |  3,310 ft

80% gravel

Ride out of town on the crushed gravel trails of Fullerton's Park before tackling the rolling red gravel and clay roads of the Dromore area...

More Details 

Brudenell - East Point

Day 6

98 km  |  61 mi
644 m  |  2,113 ft

50% gravel

Ride toward East Point on mellow gravel roads, narrow canopied clay roads, and quiet country pavement...

More Details

Included:

  • Six nights of accommodations

  • Shuttle transport from your hotel in Downtown Charlottetown to North Cape, and from East Point back to your hotel in Downtown Charlottetown

  • Pick-up and drop-off from your Downtown Charlottetown hotel if you are renting a bike or need to get your bike unboxed / boxed

  • A nutrition station with lunch and snacks provided by our support vehicle for each of the 5 ride days

  • A post-ride bike wash after each of the 5 ride days

  • Detailed itinerary

  • Route GPX files


Available for an Additional Fee

  • Gravel bike rentals (includes helmet and emergency repair kit)

  • Garmin GPS cycling computer

  • Bike boxing/unboxing

  • Bike tuneups and/or parts


Not Included:

  • Breakfast and supper (although there is a complimentary breakfast available at some of the hotels)

  • Airfare

  • Travel and personal insurance

  • Staff gratuities


Bike Recommendations:

  • A gravel bicycle with at least 34 mm wide tires is recommended for all of our Tip to Tip Tours; however, a hybrid bicycle with at least 34 mm wide tires could handle the Three-Ten Tour.

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

902-367-5191

info@tailwindcyclingtours.ca