$1399—Explore Cuba in a small group, $1600 off

Venture beyond Havana and visit the Viñales Valley, Cienfuegos and more on this fully guided tour.
Why We Love This Deal
Update (March 20, 10 a.m. ET): Due to popularity, departures in May have sold out. Departures are available in October.
This in-depth itinerary is packed with sightseeing across Cuba. Learn the history behind the country's classic cars, visit traditional farms and explore colonial towns. Best of all, group sizes are limited to just a dozen travelers, plus a guide.
What's included for $1399 per person:
- 8 nights in well-rated guesthouses (privately owned Cuban bed-and-breakfasts)
- Sightseeing tours and activities, including in Havana, the Viñales Valley and more
- Daily breakfast, three lunches and two dinners
- All transportation during tour
- Airport transfer on arrival
- English-speaking guide
- Maximum group size of 12 people
Note: International flights can be added after booking the package.
When to go: Depart on select dates in October 2025. Other dates are available for +$100 per person.
Entry into Cuba: See our partner's website for information on entry requirements for U.S. citizens. Learn how the tour meets requirements for the Support for the Cuban People travel category.
Book by March 30.