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Jost Van Dyke Small Ship Cruises

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Visit Jost Van Dyke, an island that rests on the North-West of the British Virgin Islands: the smallest of the four main islands. Take a small ship cruise and explore the many prominent beaches including Bubbly Pool and White Bay. They're ideal for snorkeling, swimming, or just taking a relaxing walk along with the crystal clear waters and white-sanded beaches. Or, scuba dive and explore the depths of the Caribbean Sea as you observe small sharks on the horizon among a large school of colorful fish. Afterward, stop for a drink at one of the many beachside bars. If you get tired of the ocean, Jost Van Dyke has a myriad of hiking trails that will lead you to gorgeous views of the ocean amid the island's photogenic mountains. Or, make Jost Van Dyke a small stop on a larger cruise of the Caribbean, contact our travel experts to start planning your trip today!
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Top 6 Jost Van Dyke Small Ship Cruises for 2026-2027

All Jost Van Dyke Small Ship Cruises
Lush green forests and clear blue waters of the Caribbean

San Juan to San Juan

8 Days from $5,000
Depart from San Juan and explore Caribbean islands on an 8-day cruise aboard Silver Dawn. Visit St John, Gustavia, Antigua, Martinique, St Kitts, and Jost Van Dyke. Swim in clear waters, snorkel vibrant reefs, hike rainforest trails, and relax on white sand beaches. Discover a mix of nature, culture, and coastal views.
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Gustavia Harbor in St. Barths

Cruising the Leeward Islands

8 Days from $9,990
Set sail on an 8-day Caribbean cruise with Emerald Azzurra. Start in Marigot, then visit Anguilla’s coral beaches, Virgin Gorda’s Baths, Jost Van Dyke’s Bubbly Pool, and Anegada’s sandy shores. Explore Saba’s trails and Bonaire’s marine life before ending in Gustavia. Enjoy a luxury cruise with varied landscapes and activities.
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Learn about the history of the Caribbean

Across A Sea Of Idyllic Islands

8 Days from $6,995
Sail 8 days aboard Sea Cloud Spirit through the Caribbean’s Lesser Antilles & Grenadines. Discover St. Maarten, Virgin Gorda, Jost van Dyke, Norman Island, St John’s, and St. Barths while enjoying authentic tall-ship sailing and idyllic island scenery.
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Panoramic view from Shirley Heights, Antigua, showing English Harbor and Caribbean landscape

Pirate Islands With A Yachtie Vibe

8 Days from $6,995
Sail 8 days aboard Sea Cloud Spirit on a Caribbean round-trip from Philipsburg, St. Maarten. Explore Gustavia, St. John’s, Virgin Gorda, Jost van Dyke, and Norman Island with beaches, sailing, and historic sights.
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Explore beautiful Jost van Dyke

Antigua Roundtrip

8 Days from $2,010
Set sail on an 8-day round-trip cruise from St. John’s, Antigua, aboard the Star Clipper, exploring St. Barts, the British Virgin Islands, and Anguilla. Highlights include duty-free shopping, scenic hikes, and beautiful beaches before concluding in Antigua.
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Relax on the beaches of St. Maarten

Antigua Roundtrip

8 Days from $2,010
Experience an 8-day round-trip cruise from St. John's, Antigua, aboard the Star Clipper, visiting destinations like St. Barts, the British Virgin Islands, and St. Maarten. Enjoy duty-free shopping, stunning beaches, and historic sites before concluding your journey in Antigua.
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Top Jost Van Dyke Small Ship Cruise Deals for 2026

Trip Name From Days Summary
Treasure Islands $2,010 8 Set sail on an 8-day Caribbean cruise aboard the Star Flyer, starting and ending in Philipsburg, St. Maarten. Explore scenic spots like St. Barts, Jost Van Dyke, Virgin Gorda, and Anguilla, blending natural beauty and rich history.
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5 Top-Rated Jost Van Dyke Small Cruise Ships for 2026-2027

All Jost Van Dyke Small Cruise Ships
Star Flyer/Star Clipper Exterior

Star Clipper

from $1,030
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

Star Flyer

from $2,010
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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Emerald Azzura

Emerald Azzurra

from $9,990
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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Sea Cloud Spirit

Sea Cloud Spirit

from $6,995
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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Silver Dawn

from $5,000
Introducing the new luxury ship from Silversea, Silver Dawn, a combination of both the classic and modern evolution of their fleet that has the best features of its sister ships Silver Muse and Silver Moon, which set the new standards of luxury.
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Jost Van Dyke Travel Guide

The island of Jost van Dyke

British Virgin Islands Geography

This article will discuss where the individual British Virgin Islands are in relation to other Caribbean islands and landmarks.
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The Best Time to Visit Jost Van Dyke

There really is no bad time to visit Jost Van Dyke but Between December and February is the best time to visit Jost Van Dyke. This is the high season so prices hotel & flight ticket prices will be at their height and it's recommended that you book months in advance. Albeit, the weather remains a comfortable 70-80 degrees Fahrenheit (21-27 degrees Celsius). Additionally, New Years festivities on Jost Van Dyke are especially popular compared to the other British Virgin Islands (and even greater Caribbean).

Between March and August is a good time to travel to Jost Van Dyke. Although hurricane season is officially between June and November, the rain is infrequent and brief for most of this season (although travel insurance is highly recommended). The real downside during this season is the heat and humidity but it's not unbearable. Additionally, the hotel and airfare prices will drop dramatically during these months so you can nab a fantastic deal.

Between September and November the rain becomes more infrequent and prices raise slightly as Jost Van Dyke begins preparing for its upcoming high season. The temperature is warm, but not extremely hot or humid during these months with averages in the 80's (27 degrees Celsius).
Experience the sweeping views from Fort Charlotte, Tortola

British Virgin Islands Weather

Learn about the average temperatures of the British Virgin Islands and when hurricane season is.
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The crystal blue water of Jost van Dyke
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