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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 Mandalay, the Sea Cloud, or the recently refit Liberty Star, which offers premium access to the British Virgin Islands. Contact one of our Caribbean small ship cruise experts to help you figure out which one is best for you.
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Exterior
$2,110
Save $1000
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Le Dumont-d'Urville

Experience a luxurious setting where the accent is on authenticity and passion for travel aboard this glamorous limited-capacity yacht with environmentally-friendly equipment. Le Dumont-d'Urville features elegantly designed cabins, spacious suites with windows, and lounge areas opening on to the outside, offering a unique cruising experience.
Ship Details
Greg Mortimer Cruise Expedition
$5,400
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Greg Mortimer

Greg Mortimer- redefines expedition cruising for the future, with just 120 passengers on board in the polar regions. The Greg Mortimer is at the cutting edge of nautical technology. Robust, powerful and built with guests in mind, this ship marks significant growth in polar cruising capabilities.
Ship Details
Exterior
$8,730
Savings
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Sea Cloud (LI)

The Sea Cloud is a glorious and gracious luxury sailing yacht, a four-masted bark, custom built in 1931 by the business magnate E.F. Hutton for his wife the heiress, Marjorie Merriweather Post.
Ship Details
$3,085
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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.
Ship Details
Royal Clipper exterior
$1,410
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Royal Clipper

The Royal Clipper is the largest full-rigged sailing ship in the world, carrying just 227 guests. She offers the ultimate sea-going experience, balancing the grandeur, adventure, and tradition of sailing with the superb service, amenities, and accommodations of the finest modern yacht.
Ship Details
Exterior
$2,650
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Le Champlain

Experience a luxurious setting where the accent is on authenticity and passion for travel aboard this glamorous limited-capacity yacht with environmentally-friendly equipment. Le Champlain features elegantly designed cabins, spacious suites with windows, and lounge areas opening on to the outside, offering a unique cruising experience.
Ship Details
$2,575
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Sea Cloud II

The Sea Cloud II is a legendary windjammer comparable to her sister ship, the Sea Cloud. Featuring her own unique character, the Sea Cloud II combines the high standards expected of a 5-star cruise ship with the unique atmosphere of a romantic tall ship.
Ship Details
Victory I
$999
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M/V Victory I

Skillfully designed to foster a convivial atmosphere, the M/V Victory I invite you to relax and unwind as you discover the world’s most remarkable coastal regions. Soak up a private ocean view in your choice of stateroom. Enjoy quiet time in a cozy corner. Stretch your legs on the promenade. Or gather with friends as you watch the world go by.
Ship Details
Star Clipper Exterior
$600
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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.
Ship Details
The Mandalay
$1,599
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Mandalay

On the s/v Mandalay, experience a Caribbean few others ever see or even dream of. Partake in raising the sails, take a turn at the helm or just enjoy the winds of the Caribbean sea filling the sails with new friends aboard. The choice is yours!
Ship Details
Experience a sailing adventure aboard the Liberty Clipper
$600
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Liberty Clipper

The Liberty Clipper is a 125-foot beautifully renovated gaff-rigged schooner, a replica of the renowned Baltimore Clippers, made famous over a century ago for their speedy and safe rounding of Cape Horn on expeditions to the California Gold Rush. Her authentic design is exceeded only by a state-of-the-art galley, modern accommodations for up to 24 guests, and a beautifully adorned grand salon.
Ship Details
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