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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 2026-2027

Best Small Ship Caribbean Cruises
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8 Top U.S. Virgin Island Small Ship Cruise Deals for 2026-2027

Trip Name From Days Summary
Windward Islands $2,080 8 Sail aboard the Royal Clipper on an 8-day journey through vibrant Caribbean islands, pristine beaches, and rich history. Highlights include Dominica’s lush Cabrits National Park, Antigua’s Falmouth Harbor, and Martinique’s stunning shores.
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Panama to Antigua $4,450 15 Set sail on a 15-day Royal Clipper cruise from Balboa, Panama, featuring a full Panama Canal transit and visits to the San Blas Islands, Cartagena, and the Caribbean gems of Aruba, Curacao, and Bonaire. Experience lush Grenada and volcanic St. Lucia, and finish your journey in Antigua, all while enjoying elegant sailing and stunning island views.
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Grenadine Islands $2,080 8 On this 8-day expedition cruise, the Royal Clipper explores the Grenadine Islands. Enjoy blissful, laid-back beach days and appreciate the beauty of nature on this Caribbean adventure.
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Panama, Colombia & Caribbean Islands $7,910 11 Set sail on an 11-day cruise through Panaman, Colombia and Caribbean Islands aboard Le Bellot. Visit Cartagena and Santa Marta with guided historic and cultural excursions. Explore the San Blas Islands for beaches, snorkeling, and Kuna culture. The voyage combines nature, culture, and Caribbean island experiences.
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Leeward Islands $2,010 8 Embark on an 8-day roundtrip cruise from Philipsburg, St. Maarten, aboard the Star Flyer, exploring St. Maarten, Nevis, Dominica, Antigua, and St. Barts. Experience stunning beaches, vibrant culture, and unique natural landscapes across the Leeward Islands.
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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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Sun-Drenched Sailing Days $6,995 8 Sail 8 days aboard Sea Cloud Spirit through the Caribbean, Lesser Antilles & Grenadines. You explore St. Maarten, Martinique, St. Lucia, Dominica, Nevis, and Anguilla, combining colonial towns, volcanic peaks, rainforests, and white-sand beaches with authentic sailing experiences at sea.
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San Juan to San Juan $5,000 8 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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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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Sandra F.
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