Puerto Rico Itineraries to Plan your Vacation
Welcome to your gateway to adventure in Puerto Rico!
Explore this Island itinerary page to ignite your travel planning. Here, you can find segmented experiences by interest—whether it's the lively cityscape, breathtaking natural wonders, or thrilling outdoor activities. Explore the Island by its regions or by its wonders, and feel free to mix and match to create your perfect journey.
Immerse yourself in San Juan's vibrant energy, Spanish architecture, and lively nightlife. Explore the lush El Yunque National Forest, with its cascading waterfalls and exotic flora. Swim in crystal-clear waters teeming with marine life, or paddle through bioluminescent bays under a starry sky. This is just a taste of Puerto Rico's treasures, aligned for easy exploration or a guided tour around the Island. There's so much more beyond these ideas. Get ready to Live Boricua and leave dreaming of when you can return. Start planning your unforgettable adventure today!
Explore Travel Itineraries
Plan your trip to Puerto Rico with an itinerary based on your interest.
Whether you are an adventuring spirit, a foodie, a history buff, or anything in between, there's something that speaks to you and your interests and hobbies on the Island. We pulled together a collection of Puerto Rico trip itineraries based on length, region, group travel, and more so you can find the right one for you!
Itineraries Based on Trip Length
Planning to stay for a weekend getaway or something a bit longer? Find the right itinerary for your travel schedule!
Get a taste of the Boricua lifestyle and pack your visit with adventure and fun.
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A little pampering in paradise is just what your vacation needs.
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Garitas, or sentry boxes, line the forts of Old San Juan.
There is so much more than just the beach.
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Domes Beach has one of the best surf breaks in all of Ríncon.
Dive into Puerto Rico's marine fun!
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Rich history and culture, exceptional food, and pristine beaches await you in Puerto Rico.
Feeling like a long weekend escapade? We have ideas for you.
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Annie's Place in Cabo Rojo overlooks the Caribbean.
Discover what makes Puerto Rico one of the Caribbean's premier culinary destinations.
Learn MoreItineraries Based on Region
Looking for the hustle and bustle of a major city or the slower pace of a surfer's paradise? Find the region that speaks to you!
Immerse yourself in the history of Old San Juan.
Experience where urban escapade meets relaxing paradise.
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Experience big waves, beautiful beaches, and the best view of the Caribbean sunset.
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You set your compass to paradise, and it is no coincidence it led you to Puerto Rico’s east coast.
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Mar Chiquita is one of the most popular natural pools on the north coast.
Soak up the sun while overlooking the Atlantic Ocean.
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Explore beyond the shore and into the center region of the Island.
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You haven't experienced Puerto Rico to the fullest until you've visited the south region of the Island.
Learn MoreDrive into Adventure with Steller
Get inspired by our visitors creators and discover the magic of Puerto Rico, one road at a time. Adventure awaits at every turn.
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Family-Friendly, Couple & Solo Traveler Itineraries
Traveling alone, with friends, family, or someone special? Puerto Rico has no shortage of places and things to do for families, solo travelers, or couples!
When it comes to family travel destinations with plenty of things to do, Puerto Rico’s got you covered.
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The beaches in Vieques and Culebra are some of the bests in the world.
Explore Puerto Rico from the mountains to the sea.
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Discover just how family-friendly Puerto Rico can be.
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Paseo de la Princesa, a seaside promenade in Old San Juan where you can step back 500 years in time.
There’s fun for the whole family in Puerto Rico.
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All you need is love and a dash of Puerto Rico's magic.
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Santurce es Ley gathers local and international muralists.
You don’t need a big group to have a good time exploring Puerto Rico.
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The more, the merrier! Whether you're looking for adventure or some serious R&R, get ready to party, enjoy yourself, and have a story for the history books.
Reward a group of VIPs to a tropical getaway to Puerto Rico
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Take your group around the Island for a week of adventures on land and sea.
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You'll taste a range of local foods on a Spoon Food Tour.
Find inspiration for different types of group trips.
Learn MoreFind Travel Inspiration
See these travel destinations through the eyes of visitors and locals alike!