Have questions? We're here.
Star Clipper Exterior

Caribbean Small Cruise Ships & Sailboats

Travel made your way
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
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.
Filter (14 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Ship Type
  • Max Passengers
    to
  • Experiences
  • Activities
  • Destinations
    • Caribbean
$11,595
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
0
Emerald Azzura
$8,890
Savings
EXPLORE

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.
Ship Details
0
Royal Clipper exterior
$1,660
EXPLORE

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. .
Ship Details
0
Le Dumont-d'Urville Ship
$5,830
EXPLORE

Le Dumont-d'Urville

Discover 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 to the outside, offering a unique cruising experience.
Ship Details
0
Star Clipper Exterior
$1,600
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 d├ęcor of Star Flyer is reminiscent of the grand age of sail with spacious accommodations and expansive teak decks.
Ship Details
0
Star Flyer/Star Clipper Exterior
$2,490
EXPLORE

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 sail, where the traditions of the past are happily married to the comforts and amenities of the present day.
Ship Details
0
Exterior
$11,830
EXPLORE

Sea Cloud

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
0
Sakara at Sea
$8,890
Savings
EXPLORE

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.
Ship Details
0
SH Vega
$6,614
Savings
EXPLORE

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.
Ship Details
0
SH Diana
$6,601
Savings
EXPLORE

SH Diana

Arriving in early 2023, SH Diana will be the largest ship in our fleet, providing elegant and spacious 5-star accommodation for 192 guests in 96 spacious staterooms and suites, the vast majority with large balconies. Operated by an onboard team of 140 she will provide the highest levels of personal service and take Swan Hellenic back to its roots when she launches, exploring the Mediterranean and its famous sites of antiquity. Now sit back, relax and take a moment to get to know this amazing new ship, purpose-designed for our unique cultural expedition cruises.
Ship Details
0
World Voyager
$4,499
EXPLORE

World Voyager

World Voyager can cater to up to 198 guests with refined accommodations, globally inspired gourmet dining, and premium cocktails. Take an extraordinary Antarctica experience to the fullest and in the shortest amount of time. The new Drake Express option lets you fly straight into King George Island off the coast of Antarctica and over the Drake Passage.
Ship Details
0
$26,199
EXPLORE

Seabourn Venture

At Seabourn, we are passionate about travel. We believe that traveling for pleasure has a redemptive power that enriches people's lives. And we believe that people should travel well.
Ship Details
0
exterior
$11,850
EXPLORE

Silver Shadow

Award-winning Silver Shadow has all the hallmarks of extreme luxury at sea. With one of the highest space-to-guest ratios at sea, Silver Shadow is a firm favourite in the Silversea fleet.
Ship Details
0
Scenic Eclipse
$23,390
EXPLORE

Scenic Eclipse

Scenic Eclipse is the World's First Discovery Yacht and the first ocean cruise ship from the Scenic fleet. Launched in August 2019, Scenic Eclipse sets a new standard in luxury ocean cruising. With elegant lines, perfectly-proportioned suites, and expansive wellness zones, every element of Scenic Eclipse has been considered with your enjoyment and pleasure in mind, creating a special environment that facilitates global adventure in truly 6-star luxury.
Ship Details
0
1-14 of 14 Results

Caribbean Travel Guide

Favorite Caribbean All Trips

Top Caribbean Travel Destinations

Caribbean Trips by Departure Date

Top Experiences in Caribbean

Caribbean Trips by Duration

Caribbean Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By