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5 DAYS IN CUBA

Trinidad to Cienfuegos

A 5 day luxury yacht itinerary in Cuba from Trinidad to Cayo Largo del Sur, Isla de la Juventud, Bay of Pigs, and Cienfuegos, with curated anchorages and seamless coastal cruising.
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5 DAYS IN CUBA

Trinidad to Cienfuegos

This five day itinerary explores Cuba’s south coast through a sequence of destinations that balance colonial charm with some of the Caribbean’s most luminous cruising waters. Beginning in Trinidad, you will ease into an unhurried rhythm, then set a clear course for Cayo Largo del Sur, where bright sand and shallow turquoise seas invite long swim days. From there, the route moves to Isla de la Juventud for a quieter island interlude before turning toward the Bay of Pigs, where the coastline carries historical depth and calm water time remains central. The voyage ends in Cienfuegos, a refined harbour city with a strong architectural identity and a composed marina finish. Each day combines purposeful passages with generous time at anchor, allowing you to experience Cuba with discretion, comfort, and the quiet confidence of a well planned charter.

Itinerary Summary

sunny 5 Days
bedtime 4 Nights
partly_cloudy_day 24°- 30°C
conversion_path 260 NM
Trinidad
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Cayo Largo del Sur
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Isla de la Juventud
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Bay of Pigs
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Cienfuegos

Itinerary

  • Trinidad
    Day 1
    partly_cloudy_day 24°- 30°C location_on 0 NM

    Trinidad

    A cultured embarkation framed by Cuba’s most storied coastline

    Begin in Trinidad with a calm embarkation and a day designed to settle you into the yacht’s rhythm. This is a refined starting point for a Cuban voyage, allowing your crew to finalise provisions and route timing while you enjoy a first afternoon on deck. Take a gentle cruise along the nearby coastline, then return to sheltered water for an easy swim and an unhurried dinner on board. Trinidad’s atmosphere sits just beyond the shoreline, offering a sense of heritage without pulling focus from the sea. As evening arrives, your captain prepares for the longer offshore run toward the cay waters ahead. Overnight cruise to Cayo Largo del Sur.

  • Cayo Largo del Sur1
    Day 2
    partly_cloudy_day 24°- 30°C location_on 90 NM

    Cayo Largo del Sur

    Luminous shallows and beach days that feel effortlessly private

    Cayo Largo del Sur delivers the classic Caribbean palette, bright sand, clear water, and calm anchorages that invite you to spend the day moving between sea and shore. Your crew will position the yacht for comfort and easy tender access, then set the day around swimming, paddleboarding, and relaxed beach time. Enjoy lunch on board with the shoreline in view, then return to the water when the afternoon turns glassy. This is a destination that rewards simplicity done well, chilled towels, a composed service flow, and the quiet luxury of space. As the sun drops, settle into a calm anchorage and let the night feel entirely unhurried. Anchor the night in this secluded cove.

  • Isla de la Juventud1
    Day 3
    partly_cloudy_day 24°- 30°C location_on 45 NM

    Isla de la Juventud

    A quieter island interlude with a slower, more natural rhythm

    Cruise to Isla de la Juventud for a day that feels more spacious and understated. The coastline invites a measured pace, with calm water and anchorages suited to private time on board. Begin with a slow morning and an early swim, then take the tender for a shoreline visit if you want a change of scenery. Your crew can keep the day flexible, arranging water time around the best visibility and comfort. This stop also serves as an excellent reset before you turn back toward the mainland coast, allowing you to enjoy an elegant dinner and a settled night at anchor. Anchor the night in this sheltered anchorage.

  • Bay of Pigs
    Day 4
    partly_cloudy_day 24°- 30°C location_on 65 NM

    Bay of Pigs

    Calm coastal cruising with historic resonance and clear water time

    The Bay of Pigs adds a different dimension to the itinerary, pairing calm coastal cruising with a shoreline known for its historic significance. Your captain will select a comfortable anchorage with attention to wind direction and holding, then the day remains focused on the sea, swimming, snorkeling where conditions suit, and an unhurried lunch served on deck. If you wish, a short shore visit can provide a sense of place and context, then return to the yacht for a slower afternoon and a refined evening on board. This is a transition day that keeps the voyage feeling purposeful as you approach your final port. Overnight cruise to Cienfuegos.

  • Cienfuegos 1
    Day 5
    partly_cloudy_day 24°- 30°C location_on 60 NM

    Cienfuegos

    A composed marina finish in Cuba’s elegant southern harbour

    Arrive in Cienfuegos with a calm morning approach and a polished sense of completion. The harbour is broad and sheltered, allowing for a comfortable arrival and smooth docking. Enjoy a final swim if timing and conditions allow, then dress for a closing evening that feels refined, whether you remain on board for a private dinner or choose a carefully selected shore experience. Your crew will manage logistics and disembarkation planning discreetly, leaving you free to enjoy the last moments of the voyage, the final sunset, and the quiet satisfaction of a route well paced from start to finish. Anchor the night in this sheltered harbour.