Holidays Sierra Maestra and the southeast

From expertly designed Private Journeys to trail-blazing Group Tours, browse our range of carefully crafted holidays.

Things to do

We proudly offer the widest range of activities, excursions and one-of-a-kind experiences across all our destinations, tried and tested personally by our travel experts.

Accommodation

Browse our unrivalled portfolio of accommodation . Every option has been carefully chosen by our team of travel experts, so you can rest assured that you’ll relax in utter comfort.

Where to go when - our guide to Sierra Maestra and the southeast

Sierra Maestra

The weather in Sierra Maestra and the southeast is wide and varied

The wild mountain ranges of the Sierra Maestra are unspoilt and little visited, with an astounding range of flora and fauna. The arty fishing town of Gibara hosts a film festival in April. Temperatures are hot throughout the year, especially from June - November when humidity is high. Hurricanes can strike from August - November.

View our Sierra Maestra and the southeast weather guide

Papagaio

Your edit for Latin American inspiration

Our exciting range of articles on Latin America explore everything from iconic destinations and lesser-known cultural gems to delicious traditional recipes. You’ll also find exclusive travel tips, first-hand client reviews and the chance to get your personal questions answered by our travel experts.

View Extraordinary Inspiration

Real Latin America Experts

  • Kathryn Rhodes
    Kathryn Rhodes - Travel Consultant

    Kathryn backpacked across Argentina, Chile, Bolivia and Peru before joining us. She has a degree in Philosophy and French and is a keen netball player.

  • Ben Line
    Ben Line - Travel Consultant

    Ben fell in love with Latin America on a six month backpacking trip from Colombia to Mexico in 1995. Since then he has explored most of South America, including living in Peru for a year. He is now Manager of the Tailor-made Department.

  • Hannah Waterhouse
    Hannah Waterhouse - Travel Consultant

    Hannah had an early introduction to Latin America when her family moved to Ecuador and she returned to study in Buenos Aires for a year before backpacking across the continent.

  • Evie Oswald
    Evie Oswald - Travel Consultant

    It’s hard to believe that Evie has had time to cram so much in to her life so far. Having lived as a child in the Americas and Europe she found herself immediately attracted to Latin America.

  • Carrie Gallagher
    Carrie Gallagher - Travel Consultant

    A former JLA tour leader, Carrie brings a wealth of on-the-ground experience to our London-based Escorted Groups team.

  • Mary Anne Nelson
    Mary Anne Nelson - Travel Consultant

    Born in the Atacama Desert in northern Chile, Mary’s insider knowledge and dry sense of humour make her a highly valued member of the Tailor-made team.

Meet the team