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U.S. Virgin Islands Small Ship Cruises

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Visit the United States Virgin Islands, located just south of the British Virgin Islands. This lovely archipelago is technically an unincorporated but organized territory of the United States, meaning if you're an American Citizen then you won't need a passport to enter the country. Take a walk on the white sanded beaches or snorkel in the crystal clear waters of the many beaches including Salomon Beach, Scott Bay Beach, and Trunk Bay. Travel on a small ship cruise with the benefits of a small ship cruise that allows access to smaller coves, reefs, and ports. Afterward, read your favorite book on a picture-perfect deserted island or take a hike up the mountain tops to enjoy the gorgeous view of the US Virgin Islands. You could even make Puerto Rico a stop on your personalized cruise. Contact our travel experts to start planning your dream Caribbean trip today!
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10 Top U.S. Virgin Islands Small Ship Cruises for 2025-2026

Best Small Ship Caribbean Cruises
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10 Top U.S. Virgin Island Small Ship Cruise Deals for 2025-2026

Trip Name From Days Summary
Treasure Islands $1,970 8 Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous locations, the Caribbean. Visit St. Maarten, Anguilla, Jost Van Dyke, St. Kitts, and St. Barts on this 8-day small ship trip!
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Leeward Islands $1,970 8 The Star Flyer authentic clipper hosts this 8-day cruise of the Caribbean, departing on a roundtrip from St. Maarten and sailing Dominica, Iles des Saintes, Guadeloupe, Antigua, and St. Barts. As the wind blows your ship across turquoise waters through thousands of cays, snorkel in the clear water, relax on sunny beaches, or hike to the tropical mountaintops.
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Cruising the Leeward Islands $10,990 8 Set sail on an 8-day cruise from Marigot, Saint Martin, aboard the Emerald Sakara, visiting stunning destinations like Anguilla and Virgin Gorda. Enjoy snorkeling, exploring grottoes, and embracing the relaxed island lifestyle amidst breathtaking coastal views.
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Jamaica to Antigua $3,090 12 Explore a paradise of vibrant coral reefs, powder-soft sand, and warm island hospitality on this 12-day cruise from Jamaica to Antigua aboard Star Clipper. Experience crystal-clear water, bright skies, and gentle breezes. Relish in the beauty of untouched beaches and become enchanted by seductive scents and rhythms.
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Vibes of the Virgin Islands $9,990 8 Set sail on an 8-day Caribbean cruise aboard Emerald Sakara from Saint Thomas to discover the Caribbean’s finest destinations. Explore the stunning beaches of Virgin Gorda, snorkel in Norman Island’s clear waters, and experience Anguilla’s vibrant beauty.
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Quintessential Caribbean $7,990 8 Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore the vibrant culture of San Juan, the charm of Saint John, the tranquil beaches of Nevis, the picturesque village of Deshaies, the historic allure of Falmouth Harbor, the lively streets of Gustavia, and the pristine beauty of Prickly Pear Cays.
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Caribbean Yachting Hideaways $8,390 8 Set sail on an 8-day cruise from San Juan to St. John aboard the Emerald Azzurra, exploring stunning beaches and vibrant island towns. Visit highlights like Culebra, Vieques, and Saint Barthelemy while enjoying premium comfort and seamless access to diverse ports.
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Caribbean Yachting Discovery $7,990 8 Set sail on an 8-day cruise aboard the Emerald Azzurra, uncovering pristine beaches and vibrant coral reefs while island-hopping through a tapestry of diverse cultures. Let the genuine warmth of the locals add a personal touch to your luxurious yacht adventure.
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Cruising the Leeward Islands $9,990 8 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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Eastern Caribbean with St. Barths $7,990 8 Set sail on an 8-day cruise aboard the Emerald Sakara, exploring idyllic beaches and vibrant coral reefs—Island-hop through diverse cultures, with the warmth of the locals adding to your luxurious yacht experience.
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U.S. Virgin Islands Travel Guide

Best Time to Visit the U.S Virgin Islands

The best time to visit the U.S. Virgin Islands is between April and June. This is because there's very little rainfall, the temperatures are comfortable in the mid-70's to 80's (Between 21-27 degrees Celsius), and it's not the peak tourism season resulting in less expensive lodging and activities along with fewer crowds.

Between December and March is also a good time to go but this is the peak tourism season so hotel and activity prices can raise as much as 50 percent.

Between July and November you'll find unbelievable deals but these months are during hurricane season so it's not recommended that you go during this time.

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