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Caribbean Small Cruise Ships & Sailboats

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Choosing a small ship or yacht for your Caribbean vacation can make all the difference. Small ships allow you to access places and people impossible to reach on a huge cruise ships. These luxurious mega-yachts feature ample space onboard, bars, lounges, and restaurants, and even pools, fitness centers, and spas, among other features you might expect on only the bigger cruise ships. We can help you get the best deals on boats like the Sea Dream or the Variety Voyager. Those certainly aren't the only options, though. A unique alternative would be the luxury sailing yachts and schooners, like Star Flyer and Sea Cloud, which provides access to some of the most beautiful islands in the Caribbean Sea. Contact one of our Caribbean small ship cruise experts to help you figure out which one is best for you.
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Emerald Azzura
$6,340
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Emerald Azzurra

As Emerald's first-ever ocean superyacht, the luxurious Emerald Azzurra is designed to take up to 100 passengers sailing along the Adriatic Coast, Red Sea, and the Eastern and Western Mediterranean.
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Waves crash against the beaches of Nice, France
$3,980
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Sea Cloud

With occupancy for just 64 guests, the Sea Cloud is a modern and elegant windjammer outfitted with modern amenities and uniquely decorated cabins. Multiple decks allow you to enjoy the ambiance of the Mediterranean & Caribbean Seas in tranquility as the wind guides the journey.
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Royal Clipper exterior
$1,700
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Royal Clipper

The Royal Clipper is the largest full-rigged sailing ship in the world, carrying just 227 privileged guests aboard. She offers the ultimate tall ship sailing experience, balancing the grandeur, adventure, and tradition of sailing with the superb service, amenities, and accommodations of the finest modern yacht. .
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Sea Cloud Spirit
$5,245
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Sea Cloud Spirit

Sea Cloud Spirit is a modern and elegant windjammer with occupancy for 136 guests and a crew of 85. It gives you an amazing opportunity of traveling with a high comfort level and enjoying the best panorama views.
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Star Flyer/Star Clipper Exterior
$2,610
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Star Clipper

Star Clipper is a 170-passenger vessel designed to provide a unique traveling experience unlike any other cruise vacation. Step aboard and discover a new age of sailing, where the traditions of the past are happily married to the comforts and amenities of the present day.
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Star Clipper Exterior
$1,640
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Star Flyer

The Star Flyer is a stylish vessel designed to accommodate 170 passengers in an intimate and comfortable atmosphere. This true clipper ship reflects its proud heritage in every inch of its polished brass and gleaming brightwork. The décor of Star Flyer is reminiscent of the grand age of sail with spacious accommodations and expansive teak decks.
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Sakara at Sea
$7,590
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Emerald Sakara

Emerald Cruises brings our award-winning reputation and service to the world?s oceans and coastlines as we introduce Luxury yacht cruising on our brand new, innovative superyachts, custom-designed to allow unique access to the fascinating ports and harbors only small yachts can reach.
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SH Vega
$2,480
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SH Vega

5-star elegant Scandi-design boutique ship offers you an intimate setting from which you will be fully immersed in all the sights and scenery of your voyage.
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Le Bellot Ship
$5,200
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Le Bellot

Experience the incomparable pleasure of an intimate cruise, with the possibility of exploring an ever-increasing range of destinations in an ethnic-chic ambiance with luxury service. Experience a luxurious setting where the accent is on authenticity and passion for travel.
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$8,200
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Le Ponant

This sleek, expertly designed 88-metre-long and 56-metre-high three-master is one of the most majestic yachts in the world. In an age when everything is becoming computer controlled, it shines the spotlight back on the more manual, skilful art of sailing, combined with comfort, elegance, exclusivity and sustainability.
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1-10 of 10 Results

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