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Puerto Rico Small Ship Cruises & Tours

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Visit the beautiful archipelago of Puerto Rico with a population of over 3 million inhabitants. Travel on a small ship cruise that allows access to smaller coves, reefs, and ports. The official language is Spanish and English making it extremely tourist-friendly. Visit the blissful white-sanded beaches like Culebrita, Cayo Icacos, Boqueron, or Vieques; which are all perfect for snorkeling and scuba diving because of the water surrounding Puerto Rico is crystal clear. Or become acquainted with a different landscape, the rain forest, by visiting the Cabez de San Juan Reserva Natural. Get to know the capital and largest city of Puerto Rico, San Juan known for its wide beach fronts filled with bars, nightclubs, and casinos. Or you could combine your cruise to Puerto Rico with a cruise to other Caribbean IslandsContact our travel experts to start planning your personalized trip abroad today!
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Top 9 Puerto Rico Small Ship Cruises & Tours for 2025-2026

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Top 8 Puerto Rico Small Ship Cruise Deals for 2025-2026

Trip Name From Days Summary
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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Caribbean Escapade $7,590 8 Set sail on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore Grand Turk's pristine beaches and historic landmarks, discover Long Island's tranquil Gordon's Beach, and dive into San Salvador's vibrant coral reefs and historic sites.
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Splendours of the Caribbean $9,190 7 Sail through the Caribbean on a 7-day cruise aboard Emerald Sakara, from San Juan to Saint Thomas. Visit Saint John, Nevis, Antigua, Saint Barthelemy, and Virgin Gorda. Discover colonial towns, quiet beaches, and historic sites.
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Quintessential Caribbean $9,990 8 Explore the Caribbean on an 8-day cruise from Saint Thomas to San Juan aboard Emerald Sakara. Visit Saint John, Nevis, Guadeloupe, Antigua, Saint Barthélemy, and the British Virgin Islands. Discover UNESCO-listed landmarks, swim in clear waters, and experience regional architecture, food, and history throughout the journey.
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Discover the Yachting Islands of the Caribbean $21,180 15 Embark on a 15-day cruise with Emerald Azzurra, exploring the Caribbean from St. John’s, Antigua, with stops at stunning destinations like Barbuda, Guadeloupe, and the British Virgin Islands. Enjoy snorkeling in Culebra and the relaxed vibe of Esperanza on Vieques, all amidst beautiful beaches and vibrant island culture.
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Discover the Yachting Islands of the Caribbean $21,980 15 Embark on a 15-day Caribbean cruise from San Juan aboard Emerald Azzurra, exploring serene spots like Culebra, Vieques, and St. Barts. Experience stunning beaches, rich culture, and scenic ports, all in a relaxed yacht-style setting.
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Puerto Rico Travel Guide

The Best Time to Visit Puerto Rico

Between mid-December and June
 is the best time to visit Puerto Rico. This is the high season so lodging will be more expensive and there will be larger crowds throughout the popular destinations (especially in San Juan) but the temperature is extremely comfortable and there's the most to do in the city during these months. As the season wanes on, towards April and June, lodging prices will begin to drop as crowds begin to dwindle - and these months are considered the absolute best time to visit Puerto Rico.

Between July and September is the worst time to visit Puerto Rico. Prices and crowds will be at their lowest point but quite a few hotels will be closed due to the upcoming hurricane season. Additionally, it will be warm and humid but you should expect rain, especially going in to August. 

Between October and mid-December is an excellent time to visit Puerto Rico. The prices on hotels and airfare are down and crowds haven't begun getting too big yet. The temperature is extremely comfortable and there will be little-to-no-rain. The only downside is some restaurants and hotels may not be done getting remodeled after the extended off-season.
 

Best Puerto Rico Small Ship Cruise Line for 2025-2026

  • Emerald Cruises - founded in 2013, specializes in award-winning river and yacht cruises, offering handpicked excursions, fine dining, and seamless all-inclusive service for a worry-free journey. The Emerald Sakara, a 110-meter luxury superyacht carrying just 100 passengers, features spacious lounges, intimate gathering spots, and locally inspired cuisine paired with complimentary wines and drinks, creating an exceptional small-ship cruising experience.

     
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Puerto Rico FAQ

What is the official language of Puerto Rico?
Both Spanish and English are the dominant languages in Puerto Rico but Spanish is more often spoken throughout the streets. 

Is Puerto Rico safe?
Puerto Rico is generally safe: but there are some places to avoid and you should be weary of pickpockets; especially at night near the clubs and bars.

Is Puerto Rico part of the United States?
Puerto Rico is not a state but Puerto Ricans are American citizens. It's considered a territory of the US.

Do I need a passport to visit Puerto Rico?
If you're an American you do not need a passport. If you're not an American citizen you will need a passport to enter the country.

Is there Uber in Puerto Rico?
There is Uber but really only in San Juan. There's no other app and it's rare that you'll be able to catch an Uber: so expect to take taxis whenever you need to get somewhere.

Should I purchase travel insurance?
You should definitely purchase travel insurance, and Adventure Life makes it easy through our partner, TravelGuard, on our Once You're Booked page.

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