Cuba

Day-by-Day Travel Plan

14-Day Cuba Itinerary

14 days
5 cities Havana → Varadero → Trinidad → Santiago de Cuba → Cienfuegos
Best in Nov, Dec, Jan, Feb, Mar, Apr

The ultimate two-week journey through Cuba. Cuba is a Caribbean island nation known for its vibrant culture, colonial architecture, historic cities, stunning beaches, and rich musical heritage. This itinerary takes you through the highlights — from iconic landmarks to local experiences.

Day-by-Day Itinerary

1

Day 1 — Arrive in Havana

Havana

  • Old Havana (Habana Vieja)
  • Malecón

Havana — Cuba’s vibrant capital, known for its colorful streets, classic cars, historic architecture, and lively culture

2

Day 2 — Explore Havana

Havana

  • El Capitolio
  • Museum of the Revolution
3

Day 3 — Explore Havana

Havana

  • El Capitolio
  • Museum of the Revolution
4

Day 4 — Arrive in Varadero

Varadero

  • Varadero Beach
  • Cueva de Ambrosio

Varadero — world-famous beach resort town with white sandy beaches, turquoise waters, and luxury hotels

5

Day 5 — Explore Varadero

Varadero

  • Josone Park
6

Day 6 — Explore Varadero

Varadero

  • Josone Park
7

Day 7 — Arrive in Trinidad

Trinidad

  • Plaza Mayor
  • Museo Romántico

Trinidad — colonial town with cobblestone streets, pastel-colored houses, and rich history

8

Day 8 — Explore Trinidad

Trinidad

  • Topes de Collantes
9

Day 9 — Explore Trinidad

Trinidad

  • Topes de Collantes
10

Day 10 — Arrive in Santiago de Cuba

Santiago de Cuba

  • Castillo del Morro
  • Céspedes Park

Santiago de Cuba — historic city known for its music, Afro-Cuban culture, and colonial architecture

11

Day 11 — Explore Santiago de Cuba

Santiago de Cuba

  • Santa Ifigenia Cemetery
12

Day 12 — Explore Santiago de Cuba

Santiago de Cuba

  • Santa Ifigenia Cemetery
13

Day 13 — Arrive in Cienfuegos

Cienfuegos

  • Parque José Martí
  • Palacio de Valle

Cienfuegos — coastal city with French-inspired architecture, a beautiful bay, and cultural charm

14

Day 14 — Explore Cienfuegos

Cienfuegos

  • Malecón Cienfuegos