From colonial cities to turquoise beaches and timeless landscapes. Three countries on one route, planned so the transitions feel deliberate rather than rushed.
15 days
14 nights
Small group journey
Journey route
1Santo DomingoZona Colonial · Dominican Republic
2HavanaCuba
3Viñales ValleyPinar del Río · Cuba
4TrinidadSancti Spíritus · Cuba
5VaraderoMatanzas · Cuba
6Cancún / TulumQuintana Roo · Mexico
Best time to goNov, Apr
Group sizeMax 14 travellers
Activity levelModerate
Trip styleCulture · Beaches · Nature
Trip highlights
Explore the historic heart of Santo Domingo, a UNESCO World Heritage site
Step back in time through Trinidad’s colonial streets
Discover classic Havana in a vintage car along the Malecón
Relax on the white-sand beaches of Varadero
Wander the tobacco fields and mogotes of Viñales Valley
Finish on the Riviera Maya with an optional Tulum extension
What it is like there
Read Sat 12 Sept, 15:15, Cuban time
Rainy
Havana31°ThunderstormsH 35° · L 25°66%
Sunny
Trinidad32°Mostly clearH 32° · L 24°54%
Sunny
Varadero32°Mostly clearH 33° · L 25°70%
Cuba is warm all year: the dry season runs roughly November to April, and the wet, hotter months from May to October bring short heavy showers rather than whole grey days. Beyond 15 days no forecast exists, so a date further out is shown as the average of the same day in past years.
