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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 6 Puerto Rico Small Ship Cruises & Tours for 2025-2026

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3 Best Puerto Rico Luxury Small Ship Cruises & Tours for 2025-2026

Trip NameFromDaysNext DepartureSummary
Caribbean Yachting Hideaways$71908Dec 21, 2024Embark on an 8-day Caribbean adventure aboard the luxurious Emerald Azzurra. Explore Culebra’s pristine beaches, Vieques’ lovely waterfront, Cruz …
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Caribbean Yachting Discovery$79908Dec 28, 2024Set sail on an 8-day cruise aboard the Emerald Azzurra, uncovering pristine beaches and vibrant coral reefs while island-hopping through a tapestry …
0
Caribbean Yachting Discovery with Chef Ben Robinson$69668Jan 25, 2025Embark on an 8-day Caribbean cruise with Chef Ben Robinson aboard the Emerald Azzurra. Enjoy a welcome reception, cooking demo, and special dinners. …
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https://www.adventure-life.com/caribbean/puerto-rico/deals

Top 5 Puerto Rico Small Ship Cruise Deals for 2025-2026

Trip NameSaveFromDaysNext DepartureSummary
Quintessential CaribbeanCustom Label$79908Jan 9, 2027Embark 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 …
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Caribbean Yachting HideawaysCustom Label$71908Dec 21, 2024Embark on an 8-day Caribbean adventure aboard the luxurious Emerald Azzurra. Explore Culebra’s pristine beaches, Vieques’ lovely waterfront, Cruz …
0
Caribbean Yachting DiscoveryCustom Label$79908Dec 28, 2024Set sail on an 8-day cruise aboard the Emerald Azzurra, uncovering pristine beaches and vibrant coral reefs while island-hopping through a tapestry …
0
Caribbean EscapadeCustom Label$75908Nov 21, 2026Set sail on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore Grand Turk's pristine beaches and historic landmarks, discover Long Island's …
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Caribbean Yachting Discovery with Chef Ben RobinsonCustom Label$69668Jan 25, 2025Embark on an 8-day Caribbean cruise with Chef Ben Robinson aboard the Emerald Azzurra. Enjoy a welcome reception, cooking demo, and special dinners. …
0
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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
  • Sea Cloud Cruises - is one of the few companies that offers authentic windjammer sailings. Listen for the crew to execute directions, then marvel as they ascend the lofty masts and raise the large sails in a series of exact maneuvers, retaining centuries-old sailing traditions. It's an incredible sight to behold. Sea Cloud Spirit combines traditional windjammer experience in Puerto Rico with 21st-century comfort for 136 people.

     
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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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