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Cuba Inside Out

Tour, Group Tour, Private Tour
Offer Image
Our original Cuba Tour deftly combines the Colonial gems of Havana, Trinidad + Cienfuegos with rarely-visited coastal communities. You'll also discover the revolutionary history of Santa Clara and spend more time in the World Heritage ViƱales Valley. It's a one-of-a-kind, all-inclusive journey featuring Cuba's finest restaurants and expertly guided touring by land, water and train.
8 Nights Starting At
Per Person

March 22, 2026 through March 30, 2026
Book by:
March 19, 2026 12:00 AM
Evocative Hotel in Terrific Settings
Interests
  • All Inclusive
  • Local Experiences
Itinerary Map
Itinerary Overview
Day 2
Culture and Art in the Capital
Day 3
Cigars + an Organic Farm
Day 4
From the Revolution to Hemingway
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Dates & prices
Additional
Offers
Starting From Additional Details
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
March 19, 2026 12:00 AM
8 Nights from $6,499.00 (USD) Per Person
Evocative Hotel in Terrific Settings
October 09, 2025 12:00 AM
8 Nights from $6,499.00 (USD) Per Person
Evocative Hotel in Terrific Settings
November 06, 2025 12:00 AM
8 Nights from $6,499.00 (USD) Per Person
Evocative Hotel in Terrific Settings
December 04, 2025 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
January 08, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
January 22, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
February 05, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
February 19, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
March 05, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
April 02, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
April 16, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
May 14, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
June 11, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
July 09, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
August 06, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
September 03, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
October 08, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
November 05, 2026 12:00 AM
8 Nights from $6,999.00 (USD) Per Person
Evocative Hotel in Terrific Settings
December 03, 2026 12:00 AM
Additional
Offers



















More About A+R

Journeys Without a Crowd
Over 70 Years of Experience

As you prepare to turn your travel dreams into your next great adventure, be assured that we are with you every step of the way. Since 1947, we’ve been committed to providing a more caring, sustainable and authentic way to explore the world. Now we’ve turned our expertise to ensuring that we are fully prepared to show you our world in A+R Style… Without a Crowd!

Choose Your Travel Style… Always Without a Crowd

With Never More than 16 Guests, our Small Group Journeys promise personal engagement with our expert native guides and easy camaraderie with like-minded travelers. You’ll enjoy authentic dining, evocative hotels and unique cultural experiences not available to larger groups.

The Privately Guided versions of our Small Group tours and our luxury Private Journeys offer the same advantages – but allow you to choose your traveling companions. Travel any day you wish and delight in the flexible pace of touring with just your traveling party.

Custom Journeys are tailor made just for you – with expertly guided private sightseeing, unique cultural activities, hotels, and dining experiences tailored to fit your personal interests and style.

Journeys Without a Crowd
Over 70 Years of Experience

As you prepare to turn your travel dreams into your next great adventure, be assured that we are with you every step of the way. Since 1947, we’ve been committed to providing a more caring, sustainable and authentic way to explore the world. Now we’ve turned our expertise to ensuring that we are fully prepared to show you our world in A+R Style… Without a Crowd!

Choose Your Travel Style… Always Without a Crowd

With Never More than 16 Guests, our Small Group Journeys promise personal engagement with our expert native guides and easy camaraderie with like-minded travelers. You’ll enjoy authentic dining, evocative hotels and unique cultural experiences not available to larger groups.

The Privately Guided versions of our Small Group tours and our luxury Private Journeys offer the same advantages – but allow you to choose your traveling companions. Travel any day you wish and delight in the flexible pace of touring with just your traveling party.

Custom Journeys are tailor made just for you – with expertly guided private sightseeing, unique cultural activities, hotels, and dining experiences tailored to fit your personal interests and style.

About Alexander+Roberts
Alexander+Roberts logo

TRAVEL IN GOOD COMPANY…

Alexander+Roberts is a founding member of the United States Tour Operator’s Association, the travel industry’s most respected trade organization.

Cited by the New York Times, Washington Post, Travel + Leisure and NBC’s Today Show among others, the company is hailed for providing personalized service, superior value and authentic travel experiences that hew to the founder’s original mission to deepen understanding and appreciation of other peoples, cultures and nations.

Alexander+Roberts has also been recognized by the editorial staff of TravelAge West as one of America’s best tour companies for Asia,  Latin America and the Middle East.

Read More

About Alexander+Roberts

TRAVEL IN GOOD COMPANY…

Alexander+Roberts is a founding member of the United States Tour Operator’s Association, the travel industry’s most respected trade organization.

Cited by the New York Times, Washington Post, Travel + Leisure and NBC’s Today Show among others, the company is hailed for providing personalized service, superior value and authentic travel experiences that hew to the founder’s original mission to deepen understanding and appreciation of other peoples, cultures and nations.

Alexander+Roberts has also been recognized by the editorial staff of TravelAge West as one of America’s best tour companies for Asia,  Latin America and the Middle East.

Read More

Prices are per-person based on double occupancy, unless otherwise noted.