Have questions? We're here.
Le Ponant

Caribbean Small Cruise Ships & Sailboats

Travel made your way
Talk with an expert
Customize any aspect of your Caribbean trip. 1.406.541.2677
Help Me Plan My Trip
Talk with an expert Ask a Question
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.
Filter & Sort (14 Results)
Show Filter

1-14 of 14 Results
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Ship Type
  • Max Passengers
    to
  • Experiences
  • Activities
  • Destinations
    • Caribbean
Exterior
$2,110
Save $950
EXPLORE

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
$3,085
EXPLORE

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
Greg Mortimer Expedition Cruise
$6,590
EXPLORE

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
$1,020
EXPLORE

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
$5,940
EXPLORE

Silver Whisper

Experience the Silver Whisper relaxing, sophisticated and genuinely elegant atmosphere. This multi-million dollar refit makes her one of the most technically up to the minute ships at sea. Admire the stunning beauty of Europe & the Caribbean aboard this 382 passenger ship.
Ship Details
Royal Clipper exterior
$830
EXPLORE

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
SeaDream Yacht Club
$1,999
EXPLORE

SeaDream II

Join a luxury Caribbean and Mediterranean voyage aboard the boutique ship SeaDream II. This intimate and comfortable ship offers accommodation for 112 passengers, in 2 suites and 54 staterooms.
Ship Details
The Sea Dream
$2,599
EXPLORE

SeaDream I

The SeaDream I is a chic and stylish yacht designed to accommodate 112 passengers in an intimate and comfortable atmosphere. Cruise along the Caribbean's warm waters or explore the culture of the Mediterranean on a unique luxury cruise.
Ship Details
$3,150
EXPLORE

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
The Variety Voyager
$2,490
EXPLORE

Variety Voyager

The sleek & modern Variety Voyager is a state of the art mega-yacht which accommodates just 72 passengers in 36 cabins. Enjoy unobstructed views of the ocean & Cuba's charming ports, and onboard amenities including a spa, reception, bar, library, and lounge & dining areas with ample deck space. With five cabin options, the yacht guarantees comfort.
Ship Details
The Panorama Sailing
$1,790
Save 10%
EXPLORE

Panorama

Renovated in 2014 the the Panorama offers its guests a refitted Upper Deck cabins as well as the Main Deck cabin en suite bathrooms and Lounge. It accommodates up to 49 passengers in 25 cabins. This state-of-the-art sail cruiser offers the highest standard of accommodation.
Ship Details
Star Clipper Exterior
$740
EXPLORE

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
EXPLORE

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
$1,399
EXPLORE

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
1-14 of 14 Results

Why Travel With Adventure Life

More Reasons

Awards and Accolades

All News