Cuba Tours

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Small Group Cuba Tours
Havana Cuba Alley with Colorful Buildings
10 Days / 9 Nights

HAVANA | SANTA CLARA | CAMAGUEY | BAYAMO | SANTIAGO DE CUBA | HOLGUIN

NO MORE THAN 12 GUESTS

The intriguing island nation of Cuba is roughly 780 miles long. We wouldn’t blame you if you wanted to see it all.

Next Available Date
November 18, 2019
Price
$5795
church trinidad cuba landscape
7 Days / 6 Nights

HAVANA | PLAYA LARGA | PLAYA GIRON | CIENFUEGOS | TRINIDAD | SANTA CLARA

NO MORE THAN 12 GUESTS

Cuba’s most famous cities, Havana, Cienfuegos, and Trinidad, stir visions of brightly painted Colonial buildings, pounding mambo rhythms and barrios that bustle well into the night.

Next Available Date
December 8, 2019
Price
$4095
Cuba Architecture Havana
6 Days / 5 Nights

HAVANA | VIÑALES VALLEY 

NO MORE THAN 12 GUESTS

Steeped in mystique, Cuba creates legends. Uncover a history so rich, its legacy is memorialized in its architecture and its people. Learn why Hemingway and Sinatra felt an affinity for this island nation.

Next Available Date
December 28, 2019
Price
$3795
Varadero, Cuba Beach
5 DAYS / 4 NIGHTS

VARADERO | HAVANA | CARDENAS

NO MORE THAN 12 GUESTS

Stick your toes in beaches once off-limits to Americans and experience Cuba's capital Havana. 

Next Available Date
December 19, 2019
Price
$3095
havana Cuba Jazz music travel club band salsa mambo
4 Days / 3 Nights

HAVANA

NO MORE THAN 12 GUESTS

For the traveler with little time but a lot of interest, insightCuba offers a jam-packed four day weekend with cultural highlights and authentic Cuban experiences in Havana.

Next Available Date
November 14, 2019
Price
$2695

Specialty Cuba Tours
7 Days / 6 night

HAVANA | MATANZAS

Experience Cuba's iconic rhythm during the six-day tour centered around the country's annual Havana Jazz Festival. 

Next Available Date
January 14, 2020
Price
$4795
Havana Cuba Jazz music, man playing saxaphone
5 Days / 4 Nights

HAVANA | MATANZAS

Travel with insightCuba to get up and close and personal with Havana's vibrant jazz scene. Discover how Jazz has thrived on this Caribbean isalnd by meeting the people behind the music.

Next Available Date
December 28, 2019
Price
$3495
Havana Marathon run half full 10K
4 Days / 3 Nights

HAVANA

Want a chance to see Cuba before it changes? InsightCuba offers U.S. runners the opportunity to legally take part in the Havana Marathon, Half Marathon + 10K.

Next Available Date
November 13, 2020
Price
$1495

Twitter Feed

  1. 🇨🇺 'U.S. Travelers Can Still Travel Legally to Cuba — But Confusion Over Trump Policies Is Keeping Them Away':… https://t.co/O1XmvBarcR
  2. 🇨🇺 We take care of the details so you can enjoy the experience. Fly Free to Cuba, with insightCuba! *restrictions a… https://t.co/mDkB2HDGxY
  3. 📣🇨🇺 'Americans Fly Free with insightCuba!' Read more in this fantastic @TravelMktReport article:… https://t.co/v9XhEljvkV
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