Cycling Holidays in Central America and Cuba | Saddle Skedaddle

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Cloud forests, awesome wildlife and Caribbean vibes are amongst the highlights that await you when you head to beautiful Central America on one of our cycling holidays.

For those seeking a holiday where you’re never far from the beach, our cycling tours in Central America certainly spring to mind. Here you’ll enjoy two of the best coastlines in the world, the Caribbean and the Pacific. Choose to cycle the islands of Cuba or Costa Rica, and you'll experience stunning coastal locations, vibrant culture and a unique insight into these spectacular locations. Explore our fully supported holidays today to find your next cycling adventure!

Guided

Costa Rica

Ruta de los Volcanes

Guided Road Cycling Holiday

Duration

13 days

Prices from

£4,145 P.P.

12

1

2

3

4

5

Grade 3 : Moderate

More Info BOOK NOW

Ruta de los Volcanes

Guided Road Cycling Holiday

Start Date	End Date	Price p.p.
* 22/03/2025	03/04/2025	£4,145.00
22/12/2025	03/01/2026	£4,295.00

Spotting an unparalleled diversity of wildlife
Cycling in the shadow of palm trees along the Pacific coast
Breaking through the clouds as we cross Costa Rica’s central mountains
Enjoying volcanic vistas over a drink in La Fortuna
Watching the sun go down from Samara beach after a rewarding day in the saddle
The change in scenery on opposing sides of the continental divide

Photo Highlights Dates

Guided

Costa Rica

Volcanoes and Valleys

Guided Family Cycling Holiday

Duration

12 days

Prices from

£3,195 P.P.

1

1

2

3

4

5

Grade 2 - 3: Gentle/ Moderate

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Volcanoes and Valleys

Guided Family Cycling Holiday

Child Discounts

Start Date	End Date	Price p.p.
06/08/2025	17/08/2025	£3,195.00
18/10/2025	29/10/2025	£3,195.00

Peering in to a volcanic crater
Running the rapids on the Pacuare River
The hundreds of varieties of wildlife which call Lake Arenal home
Arriving at the Pacific paradise of Samara beach
Enjoying typical Tico hospitality while learning to make delicious tortillas
Monkey spotting as you cycle along

Photo Highlights Dates

Guided

Cuba

Cuban Revolutions

Guided Cycling Holiday

Duration

15 days

Prices from

£3,255 P.P.

24

1

2

3

4

5

Grade 2 - 3: Gentle/ Moderate

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Cuban Revolutions

Guided Cycling Holiday

Start Date	End Date	Price p.p.
25/01/2025 Fully Booked	08/02/2025	£3,375.00
* 22/02/2025 Guaranteed	08/03/2025	£3,375.00
18/10/2025	01/11/2025	£3,255.00
15/11/2025	29/11/2025	£3,375.00

Kicking back with a post-ride Mojito
Cycling around the loaf-shaped mountains of Viñales
Exploring the cultural delights of Trinidad and Santiago
Cuban salsa beats in downtown Havana
Stories of Che, Castro and the Revolution
Cycling the Caribbean coast of Marea del Portillo

Photo Highlights Dates

Guided

Costa Rica

Volcanes y Playas

Guided Cycling Holiday

Duration

12 days

Prices from

£3,195 P.P.

16

1

2

3

4

5

Grade 3 : Moderate

More Info BOOK NOW

Volcanes y Playas

Guided Cycling Holiday

Start Date	End Date	Price p.p.
* 07/01/2025	18/01/2025	£3,195.00
21/10/2025	01/11/2025	£3,195.00
22/12/2025	02/01/2026	£3,635.00

Enjoying biking through the very heart of Costa Rica
Taking a pre-lunch dip in the Pacific Ocean near Samara
Biking the rancher routes of Guanacaste
Searching out wildlife as you cycle along
Sunset on Coyote Beach with a chilled Imperial
Cycling across the Continental Divide

Photo Highlights Dates

News, Reviews & Stories

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Cuban photo diary

Read about this photogenic island full of history, cycling and old cars!