Past Meetup

South Cuba sail and land tours! OFAC approved. FULL

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Cienfuegos Cuba

Malacon · Cienfuegos

How to find us

Hoping to fill three boats of sailors!

Location image of event venue


We're heading back to Cuba! Legally! We have partnered with an agency that is in compliance with OFAC regulations. We've gotten to know the ropes of navigating both on land and by sea. This place is so special, we want to share it with you.
The pristine beauty and the lovely people of the Southern Cuba islands, are not to be missed. If Cuba has been on your bucket list, now is the time. NOT FAKE NEWS - the Cubans welcome Americans.
You do not have to have sailing experience to join this flotilla.
We've secured three yachts for this sail. I will be captaining the largest in the fleet a 45' catamaran.
This is a rough itinerary and is subject to updates and changes.
Discover the unknown
November 8-20, 2018

Cuba is a hidden gem. The architecture, the infrastructure, the culture, and of course, the cars - all feel like a stroll up memory lane. When touring Cuba one can really appreciate the moment of being able to take a peak into a time capsule. Sailors NYC is offering a rare (and maybe even once in a life time) opportunity to explore Cuba before it changes forever. Our trip includes land and sea, architecture and nature, people and culture. Sailors NYC is an expert in Cuba travel - having organized 3 trips already. Our itinerary is compliant with the latest OFAC Regulations regarding travel of Americans to Cuba.

Sign me up before April 1st and save up to $350. (if you take the land and sea package)

Welcome aboard!

Select your preferred boat:

Monohull, Oceanis 41,[masked] / 3 / 2 / 2 $1,847

Monohull, Sun Odyssey 449,[masked] / 4 / 2 / 2 $1,958

Catamaran, Lagoon 39,[masked] / 4 / 4 / 4 $2,175

Catamaran, Lagoon 450,[masked] / 4 / 4 / 4 $2,230


This is a rough itinerary and is subject to updates and changes.
Sat Nov 10: 5pm Embarkation - Cienfuegos
Sun Nov 11: Cienfuegos – Cayo Guano del Este
Mon Nov 12: Cayo Guano del Este - Playa Sirena – Cayo largo
Tue Nov 13: Cayo Largo – Cayo Cantiles
Wed Nov 14: Cayo Cantiles - Estopa Canal – Cayo Rico - Cayo Largo
Thus Nov 15: Cayo Largo – Ballanetos– Cayo Sal
Fri Nov 16: Cayo Sal - Cienfuegos
Sat Nov 17: Disembarkation


Thu Nov 8: Arrival in Havana, check in Casas Particulares (local B&B)
Fri Nov 9: Morning - leave Havana to Trinidad, afternoon & evening - Trinidad night life
Sat Nov 10: Morning - tour of historic Trinidad, ride to Cienfuegos, tour of Cienfuegos, drop off at Marina Cienfuegos at 5pm
Sat Nov 17: Pick up from Cienfuegos Marina to Havana. Afternoon and evening - Havana
Sun Nov 18: Havana
Mon Nov 19: Viñales & Pinar Del Rio - visit tobacco plantations
Tue Nov 20: Depart Havana

LAND Prices include:
6 night accommodations in Casas Particulares (B&B)
Meals: 6 breakfasts, 4 lunches and 2 dinners (the rest of the meals - on your own)
Transportation to/from airport
Transportation to land excursions
English Speaking Tour Guide
Admissions (museums, parks)

Compliance with OFAC Regulations under "Educational People-to People Group Travel" category • What to bring
We have several boats to choose from.

• Important to know
You do not need to have prior sailing/boating experience, however it is helpful to be familiar with being on a boat for long hours.