Day 1: Old San Juan History & Flavors

Morning

Ease into your adventure with a visit to Old San Juan, where history gets served with a side of stunning ocean views. It’s about a 45-minute taxi or ride-share trip from your resort, but it’s well worth the scenic journey. This charming district feels like a tropical time machine, with pastel-colored buildings lining cobblestone streets and vibrant energy in every corner. Start your day with a classic Puerto Rican breakfast at Cafetería Mallorca, where buttery mallorcas with powdered sugar and a rich café con leche will melt any lingering jet lag away. 

Next up, the iconic El Morro and Castillo de San Cristóbal forts await. These centuries-old fortresses, once key to protecting the island from seafaring invaders, now gift visitors jaw-dropping views of the Atlantic. Wander through the labyrinth of tunnels and battlements, letting your imagination fill in the stories of pirate ships looming on the horizon. Pro tip, wear comfy shoes. Those cobblestones are no joke.

One more travel tip: your $10 National Park Service ticket is valid for entry to both forts. Kids under 15 get in free, and it’s good for 24 hours, so you can split your visits between morning and later if you wish. 

At El Morro, be sure to walk out onto the vast lawn overlooking the Atlantic. It's a local tradition to fly kites here on breezy days. The views of the ocean crashing against the cliffs and the Old City skyline are postcard-worthy..

Afternoon

When lunchtime calls, head to Verde Mesa just over a 10-minute walk away for hearty local farm-to-table fare. Try their lamb-filled cappelletti or conch salad. If you want to try a signature local flavor and prefer a more casual lunch, try El Jibarito and order the mofongo. If you’ve never had mofongo, you’re in for a real treat. It’s a classic Caribbean dish with mashed fried plantains, and typically has some kind of meat, like pork, and cheese.

Spend your afternoon soaking in Old San Juan's art scene. Wander down Calle Fortaleza, making your way to Galería Éxodo, a gallery showcasing works by Puerto Rican artists. Look for vibrant paintings and sculptures that capture the island's tropical essence. Whether you’re shopping or not, the creativity here will leave you inspired. 

Don’t miss the giant Puerto Rican flag on Calle San José for the perfect Instagram-worthy snap. Want to grab a unique keepsake? Support local artisans selling traditional masks, jewelry, and textiles at Mercado Artesanal in Plaza de Armas before you head back.

For a dose of culture, you could visit the small but fascinating Museo de Las Américas inside the historic Cuartel de Ballajá barracks to learn about the island’s heritage, or simply continue wandering the lanes. You might stumble upon impromptu salsa music or locals playing dominoes in a shaded plaza. Old San Juan’s charm lies in these slow, unplanned moments. Grab a cup of Puerto Rican coffee — the island’s mountain-grown coffee is rich and smooth — or a cup of mavi, a fermented tree-bark drink, if you’re feeling adventurous. Take your time, no hay prisa, there’s no hurry, is the island's motto.

Evening

Puerto Rico knows how to do evenings right, and you’ll get your first taste of its rhythm in Condado, San Juan’s chic oceanfront enclave. Begin with cocktails at La Factoría, a speakeasy-style bar that perfectly blends craft cocktails with urban coolness. Get ready to dance as the night heats up with live salsa performances. Follow up with dinner at the elegant 1919 Restaurant, where sustainable, locally sourced ingredients meet modern Puerto Rican cuisine. Think four decadent courses while overlooking the ocean — pure bliss.

If you still have energy after your day, take a moment to enjoy some music. This island knows how to party! Old San Juan has cozy bars where you can sip a rum cocktail in a historic courtyard. Try Barrachina, which claims to be the birthplace of the piña colada, for a frosty pineapple cocktail. 

Alternatively, La Placita de Santurce is a short taxi/Uber ride away and offers a more local scene. By day it’s a produce market, by night it transforms into a block party of live salsa, DJs, and dancing in the streets. Join the friendly crowd, dance if you’re feeling it, or just people-watch with a cold Medalla beer in hand. If a relaxed evening is more your style, stroll down the Paseo de la Princesa in Old San Juan for a peaceful post-dinner walk, or grab a seat at an outdoor café in Plaza de Armas and relish the warm tropical breeze. One way or another, raise a glass to your first day in paradise. Salud!

Day 2: Rainforest & Bioluminescent Wonders

Morning/Afternoon

Rise and shine! Grab breakfast at Ekelekua, a tapas bar in Río Grande known for its drool-worthy dulce de leche French toast and flavorful arepas. You’ll need the energy because today is all about nature’s magic. 

Located just a short drive away, El Yunque National Forest is a dream for thrill-seekers and peace-seekers alike. Touted as the only tropical rainforest in the U.S. National Forest System, El Yunque is everything you imagine and more. Think cascading waterfalls, vibrant orchids, coquí frogs singing from trees, and a breeze that smells like fresh adventure. 

Get into it by doing a hike to La Mina Falls, where crystal-clear waters invite you to cool off in a natural pool. Or, if you’re feeling bold, book a ziplining tour for a bird’s-eye view of the emerald canopy. Either way, El Yunque promises to refresh your soul while flooding your camera roll with postcard-worthy snaps.

Evening

As the afternoon fades, make your way toward Fajardo, where one of Puerto Rico’s most magical experiences, a bioluminescent bay tour, awaits. By the time darkness wraps around you, the waters of Laguna Grande come alive with a mystical blue-green glow. Tiny organisms called dinoflagellates are responsible for this awe-inspiring phenomenon. Swirl your paddle in the water and watch as light trails dance like sparkles under the surface. It’s an otherworldly experience that feels like you're living in a fairytale.

Insider tip? Make sure to book in advance, as these tours tend to fill up fast. Also, bug spray is your best friend here.

Day 3: Coastal Beauty & Beaches

Morning

For your final morning, slow things waaay down. If you’re craving one last beach day, Luquillo Beach is the answer. Known for its calm waves and family friendly vibes, it’s the perfect spot to soak in one last dose of Vitamin Sea. Walk along the crescent-shaped shore or rent a lounge chair and simply unwind. If you want a whole new way to experience the glittering shore, a guided horseback ride along the beach will fire up your sense of adventure. 

How about a little palate cleaner? Drive up to Hacienda Muñoz in San Lorenzo for a behind-the-scenes peek at Puerto Rican coffee-making. Make your rounds through the plantation, sip fresh brews, and enjoy gourmet farm-to-table brunch with views of rolling, lush landscapes.

Afternoon/Evening

When lunch rolls around, make your way back to Old San Juan for one final Puerto Rican feast. Head to Princesa - Cocina Cultura, where you’ll get an authentic taste of Puerto Rico’s history. It will check all the boxes, with delicious food, and a warm atmosphere. 

After your meal, savor some leisurely last-minute shopping at Puerto Rican Art & Crafts for authentic keepsakes. From handwoven hammocks to intricate Loíza masks, there’s something here for everyone. 

If your stay can stretch into the early evening, make it count! Maybe you’re craving something you missed, and now’s your chance. Have you tried a tripleta sandwich yet? It’s a Puerto Rican triple-meat sandwich with pork, ham, and beef, often sold at food trucks that’s truly satisfying. Or maybe grab a late afternoon snack of tostones, or crispy fried plantain slices, topped with garlic shrimp. A stop at a bakery for some goodies to go is a good idea, too. Pick up quesitos or pan de mallorca to bring a taste of PR on the plane. And don’t forget dessert. Treat yourself to a cup of limber (a frozen fruit juice treat, like tropical Italian ice) or a scoop of artisan gelato from Señor Paleta in Old San Juan, their coconut flavor is out of this world. Savor these last bites slowly, relishing the mix of sweet and tropical on your tongue as you reflect on the past few days.

If you’d rather squeeze in a bit more exploring, consider a short outing. One popular choice is a visit to the Bacardí Distillery just outside San Juan. It’s about a 45-minute drive west from Rio Mar, or you can detour there on your way back to the airport if timing permits. Bacardí offers quick tours that include a welcome cocktail where you can sample Puerto Rico’s famous rum right from the source. You’ll learn a little about rum-making and the family history, and the sight of the bat logo gates with palm trees all around makes for a great photo-op. Tours usually start late in the morning and last about an hour, leaving you time to grab lunch afterwards.

As you enjoy your final hours, take one last look around. The vibrant buildings, the laughter of people speaking Spanish and English, the smell of ocean air mixed with spices — this is the essence of Puerto Rico. If someone were to ask you, is Puerto Rico worth visiting? Absolutely. You've experienced history, nature, food, and fun, all in just a few days, and no doubt you’ve only scratched the surface of this rich and diverse island. It’s safe to say Puerto Rico will be calling you back for more before long.

Departure Preparations & Airport Transfer

Eventually, the time will come to make your journey back home. Double-check your souvenirs and your tan lines before heading to Luis Muñoz Marín International Airport. If there’s a little time left, grab a quick piña colada at the 5 o'Clock Somewhere Bar. You are, after all, in the land where it was invented. 

Make sure to give yourself plenty of buffer time to get to the airport, return any rental car, and go through security. From the Rio Mar area, SJU is about 30-40 minutes by car with no traffic. However, if you’re traveling on a weekday afternoon or early evening, beware of traffic heading back toward San Juan, as rush hour can add extra time. Plan accordingly so you’re not anxiously watching the clock in the car. A good rule of thumb is to leave 3 hours before your flight to be safe, especially if you have to drop off a car.

With blown kisses to Puerto Rico, you’ll board your flight home with sand in your shoes and memories to last a lifetime.

Essential Tips For Your Puerto Rico Itinerary

1. Find your ride. Renting a car is highly recommended. It’s the easiest way to explore at your own pace, especially for destinations like El Yunque and Fajardo. 
2. Currency and payments. Puerto Rico uses the U.S. dollar, and credit cards are widely accepted. Always keep a bit of cash handy for smaller vendors. 
3. Any language barriers? While Spanish is the primary language, English is commonly spoken in tourist areas, making communication easy. 
4. Etiquette. Keep it light and warm. Puerto Ricans are known for their friendliness. A smile and polite greetings (buenos días, gracias) go a long way. 
5. Pack smart. Lightweight clothes, comfy walking shoes, sunscreen, swimwear, bug spray, and a reusable water bottle are absolute must-haves. 

When To Visit

Puerto Rico’s weather is tropical and warm year-round, but heads up, there are slight seasonal variations. The high season is roughly December through April, when the weather is driest, balmiest, and most travelers, especially winter escapees, flock to the island. During this time, there are lots of festivals and activities, and it’s the place to be for outdoor adventures. You'll have sunny beach days and comfortable nights.

The downside is higher prices and bigger crowds in popular spots. The shoulder season from mid-April to June can be a comfortable vibe with still-pleasant weather and a dip in tourism after spring break. In fact, some say May is the sweet spot, when the ocean waters are warm and it’s not too rainy.

A good thing to keep in mind, hurricane season runs June 1 to November 30, with the peak in August-September. That doesn’t mean you can’t visit in summer or fall, many do, but you’ll want to keep an eye on weather forecasts and be flexible. Summer months, July especially, are actually lively with local tourism and events, but expect higher humidity, quick rain showers most afternoons, and the occasional storm. If you do visit during hurricane season, consider travel insurance for peace of mind. 

Oh, and one more thing: bioluminescent bay viewing is best on moonless nights, so if seeing the bio bay is a priority, check a lunar calendar and try to schedule that on or near a new moon for the darkest skies.

What To Pack

The best time to visit? December through April, when the weather hits that magical sweet spot of warm days and cool breezy evenings. Aim for light, breathable fabrics that’ll keep you comfy whether you’re hiking through rainforests or lounging on the beach. Pack a rain jacket for unexpected tropical showers. 

• Lightweight clothing. Think shorts, sundresses, T-shirts, and breathable fabrics like cotton or linen. It’s warm and humid, so moisture-wicking athletic wear is great for hiking and walking tours.
• Swimwear and beach gear. Bring at least one swimsuit, or two, so one can dry while you wear the other, and a packable microfiber towel if you plan on multiple beach stops. Many hotels provide beach towels, but it’s nice to have your own for off-site adventures. Don’t forget flip-flops or sandals for the beach and pool.
• Comfortable walking shoes. You’ll be walking on uneven cobblestones in Old San Juan and dirt trails in El Yunque. Sturdy sandals or sneakers are a must for daytime exploring. If you plan a longer hike, lightweight hiking shoes or trail runners are ideal. Waterproof shoes or those you don’t mind getting muddy are helpful in the rainforest.
• Rain protection. A small travel umbrella or a disposable rain poncho can be a lifesaver during sudden showers. El Yunque, in particular, is one of the wettest places on the island. The rain usually doesn’t last long, but you’ll be happier if you’re not soaked.
• Sun protection. The tropical sun is no joke. Pack a broad-spectrum sunscreen that’s SPF 30 or higher and use it liberally, even when it’s cloudy. A wide-brimmed hat or baseball cap and sunglasses will help keep you cool and protect you from UV rays while sightseeing or lounging on the sand. Tossing in some aloe vera gel for after-sun care isn’t a bad idea either, in case you do catch a few too many rays.
• Bug spray. Mosquitoes love warm evenings, especially near water or in lush areas. Bring insect repellent (preferably with DEET or picaridin for effectiveness). You’ll want it for the rainforest trails and perhaps when dining alfresco at night. Apply bug spray after sunscreen, and well before you do any bioluminescent bay tour (so the chemicals don’t wash into those delicate ecosystems).
• Reusable water bottle. Stay hydrated! Puerto Rico is hot, and between walking tours and beach time, you’ll need water. The tap water is generally safe to drink in PR, it’s a U.S. territory with treated water. But if you prefer, you can fill up from filtered sources. Keeping a refillable bottle saves money and plastic waste.
• Daypack or beach bag. Bring a small backpack or tote for your daily outings. You’ll need something to carry your water, snacks, camera, sunscreen, and any souvenirs you pick up along the way. Make sure it’s something you don’t mind getting a bit sandy or muddy.
• Miscellaneous. Pack any medications you need, of course, and maybe some motion sickness remedy if you’re sensitive (the roads to El Yunque are winding, and kayaking can be bumpy). A travel power bank for your phone is handy, since snapping photos of forts and rainforests can drain your battery. And a lightweight jacket or wrap can be helpful, but not really for warmth —  don’t worry, it rarely dips below 75°F at night, but in case you encounter strong A/C in restaurants or want to cover up from bugs in the evening.

And there you have it, your three-day Puerto Rican adventure filled with joy, sunshine, and vibrant memories. From historic forts to rainforest thrills to glowing waters under a starlit canopy, Puerto Rico shines bright as the ultimate getaway spot. Pack your sense of adventure and get ready to fall in love.