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San Juan, Puerto Rico

San Juan Cruises, Tours, & Travel

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Visit the remarkable capital and largest city of Puerto Rico, with a population of nearly 400,000 inhabitants: San Juan. Take a long walk in the downtown section of "Old San Juan" and take a sample of the original Piña Colada or visit the Paseo de la Princesa. Tour the well known castles of San Felipe del Morro and San Cristobal, both with great coastal views of the crystal clear Caribbean Sea. Travel on a small ship cruise that allows access to smaller coves, reefs, and ports to improve your Caribbean experience. Or combine your trip to San Juan with a trip to other Caribbean islandsContact Adventure Life's travel experts now to begin planning your personalized trip today!

Top San Juan Small Ship Cruises for 2021

San Juan Travel Guide

The Best Time to Visit San Juan

Between mid-December and June is the best time to visit San Juan. This is the high season, so lodging will be more expensive and there will be larger crowds throughout the popular destinations in the city, but the temperature is extremely comfortable and there's the most to do in the city during these months. As the season wanes on toward 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 San Juan.

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

Between October and mid-December is an excellent time to visit San Juan. 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.

Top San Juan Small Ship Cruise Deals for 2021

Trip NameSaveFromDaysNext DepartureSummary
Fort Lauderdale to BridgetownSavings$470011Dec 17, 2021Discover the Caribbean on this 11-day sailing adventure. Visit the colorful small cities and the exceptional beaches this archipelago is famous for …
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Fort Lauderdale, Florida to BridgetownSavings$351010Dec 9, 2020Discover the Caribbean on this 10-day sailing adventure. Visit the colorful small cities and the exceptional beaches this archipelago is famous for …
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