14 itineraries

Classic convertible on a Havana street
Small groupNo dates available
4 days / 3 nightsUS OFAC compliant

Havana Weekend

Friday to Monday in Havana only—Old Havana, rum and cigars, a long convertible to Finca Vigía and Fusterlandia, Sunday rumba at Callejón de Hamel, and salsa. No Viñales day.

Havana
Small group from
$500/ person
Collage of Cuban landscapes, classic cars, and culture
Private tour
5 days / 4 nightsUS OFAC compliant

Havana Dreams

Five days centered on Havana with one countryside escape to Viñales—ideal for travelers who want depth in the capital without a longer loop.

HavanaViñales & Pinar del Río
Private from
$700/ person
Collage of Cuban landscapes, classic cars, and culture
Private tour
8 days / 7 nightsUS OFAC compliant

Bella Cuba

An eight-day loop from Havana across western and central Cuba—Old Havana, Viñales, the south coast, Trinidad’s cobblestones, Che’s Santa Clara, and a flexible finish in the capital.

HavanaViñales & Pinar del RíoZapata / Bay of PigsCienfuegosTrinidad
Private from
$1,120/ person
Cuban landscapes, classic cars, and culture
Small group
9 days / 8 nightsUS OFAC compliant

A Taste of Cuba

Next departure Oct 3, 2026 – Oct 11, 2026

Nine days from Havana through the west and south—biosphere reserves, tobacco country, Zapata’s beaches, the Pearl of the South, Trinidad’s cobblestones, and Che’s Santa Clara before you return to the capital.

HavanaViñales & Pinar del RíoZapata / Bay of PigsCienfuegosTrinidad
Small group from
$1,000/ person
Collage of Cuban landscapes, classic cars, and culture
Small groupNo dates available
9 days / 8 nightsUS OFAC compliant

Caribbean Breeze

Nine days pairing cultural Havana and Trinidad with Zapata’s nature, Cienfuegos’ elegance, Che’s Santa Clara, and two nights on Cuba’s best-known beach peninsula.

HavanaViñales & Pinar del RíoVaraderoZapata / Bay of PigsCienfuegosTrinidad
Small group from
$900/ person
Trumpet player performing in Havana
Small groupNo dates available
7 days / 6 nightsUS OFAC compliant

Havana Jazz Festival

A week in Havana built around world-class jazz—VIP festival access, Old Havana and classic cars, and a full day in Viñales tobacco country.

HavanaViñales & Pinar del Río
Small group from
$1,870/ person
Street musician performing in Cuba
Small groupNo dates available
10 days / 9 nightsUS OFAC compliant

Havana Jazz Festival Plus

South-coast days in Zapata, Cienfuegos, Trinidad, and Santa Clara, then Havana’s Jazz Festival with a VIP pass and a Viñales day trip.

HavanaViñales & Pinar del RíoZapata / Bay of PigsCienfuegosTrinidad
Small group from
$2,255/ person
Collage of Cuban landscapes, classic cars, and culture
Private tour
12 days / 11 nightsUS OFAC compliant

Up Beat Cuba

Twelve days balancing Havana highlights (cigars/rum or salsa/cocktails—both sets included per your package), countryside and coast, El Nicho, Trinidad, and Che’s Santa Clara before departure from Havana.

HavanaViñales & Pinar del RíoZapata / Bay of PigsCienfuegosTrinidad
Private from
$1,900/ person
Collage of Cuban landscapes, classic cars, and culture
Small groupNo dates available
14 days / 13 nightsUS OFAC compliant

Western Cuba Marvels

Fourteen days across the island’s west and south—city culture, biosphere trails, mogotes, Zapata, two colonial jewels, a mountain waterfall, and beach recovery in Varadero.

HavanaViñales & Pinar del RíoVaraderoZapata / Bay of PigsCienfuegosTrinidad
Small group from
$1,650/ person
Collage of Cuban landscapes, classic cars, and culture
Private tour
14 days / 13 nightsUS OFAC compliant

Sunny Days Cuba

Fourteen sun-focused days: culture in Havana, mogotes and farms, Zapata’s coast, Trinidad with a bundled choice day, then Varadero for wide-open beach time.

HavanaViñales & Pinar del RíoVaraderoZapata / Bay of PigsCienfuegosTrinidad
Private from
$1,950/ person
Tropical coastline and hills near Baracoa, eastern Cuba
Private tour
15 days / 14 nightsUS OFAC compliant

The Original 7

Fifteen days across Cuba—from Havana and Viñales to Trinidad, Sancti Spíritus, Camagüey, Bayamo, Santiago de Cuba, and Baracoa—with private transport, casas, and included choice days per your PDF.

HavanaViñales & Pinar del RíoZapata / Bay of PigsCienfuegosTrinidadEast (Camagüey to Baracoa)
Private from
$2,500/ person
Collage of Cuban landscapes, classic cars, and culture
Birding
12 days / 11 nightsUS OFAC compliant

Cesar Birding Special

Next departure Oct 10, 2026 – Oct 21, 2026

Twelve days focused on Zapata’s marquee species and the coconut cays—slightly shorter routing without the separate Viñales or Trinidad cultural nights of Cuban Wings.

HavanaViñales & Pinar del RíoZapata / Bay of PigsEast (Camagüey to Baracoa)Cays (Coco & Guillermo)
Collage of Cuban landscapes, classic cars, and culture
Birding
11 days / 10 nightsUS OFAC compliant

Birding Days Cuba

Eleven days moving from Pinar del Río highlands into the Zapata Biosphere, then east to Camagüey, the Najasa reserve, and the cays off Ciego de Ávila.

HavanaViñales & Pinar del RíoZapata / Bay of PigsEast (Camagüey to Baracoa)Cays (Coco & Guillermo)
Collage of Cuban landscapes, classic cars, and culture
Birding
15 days / 14 nightsUS OFAC compliant

Cuban Wings

Fifteen days—expanded Zapata coverage, Viñales mogotes, Trinidad with botanical garden hawk stakeout, Camagüey, Najasa, Cayo Coco & Guillermo, Havana sightseeing finale.

HavanaViñales & Pinar del RíoZapata / Bay of PigsTrinidadEast (Camagüey to Baracoa)Cays (Coco & Guillermo)