Planning a 5-Day Getaway in Puerto Rico?
Nearly a month since we got back and my teen keeps declaring, “Puerto Rico was such an adventure!” She couldn’t have summed up our 5-day vacation on this magical island any better. From hiking lush rainforests to snorkeling in crystal-clear waters and paddling through a sparkling bioluminescent bay, each day brought something new and exciting. For a trip that blends thrilling activities, natural beauty, and memorable experiences, this 4-night, 5-day Puerto Rico itinerary is just what your family needs.
The Perfect 5-Day Puerto Rican Adventure
Whether you’re wandering the colorful streets of Old San Juan, driving a golf cart past wild horses in Vieques, or kayaking under the stars and in the bioluminescent stars of glowing Mosquito Bay, Puerto Rico is the most magical island you’ll ever visit. Our family road-tested this trip, and I can promise it’s packed with adventure and charm, from start to finish.
Quick Picks for Top Things to Do in Puerto Rico
🌆 Wander Old San Juan – Explore the colorful streets and step into history at landmarks like El Morro Fortress for stunning views and plenty of space for teens to roam.
🌌 Mosquito Bay Bioluminescent Tour – Kayak through glowing waters under the stars for an epic nighttime adventure your teens will never forget.
🌿 El Yunque National Forest – Hike through Puerto Rico’s lush tropical rainforest and discover beautiful waterfalls along the way.
5 Days in Puerto Rico Itinerary
Day 1: Arrival, Old San Juan, and Sunset Swim
Morning: Arrive in San Juan, check into El Convento Hotel, and get ready to explore! Start by wandering through the historic streets of Old San Juan. Grab a coffee at Coffee.JP and take in the vibrant colors and colonial architecture.
Afternoon: Spend the afternoon at El Morro Fortress, a historical fort with panoramic views of the Atlantic. It’s the perfect spot for a family photo!
Evening: Unwind with complimentary wine and cheese at El Convento before heading to the rooftop pool for a sunset swim. There’s nothing like a refreshing dip as the sky turns shades of pink and gold. Later, step out for a bite to eat at an outdoor restaurant on the cobblestone streets, soaking up the lively atmosphere of Old San Juan
Day 2: El Yunque, Fajardo, and a Sunset Feast
Morning: Drive to El Yunque National Forest to hike through lush greenery. Stop at Juan Diego Falls to take a dip in the refreshing natural pools. Be sure to visit La Mina Falls, another stunning waterfall where you can cool off after your hike. Don’t miss Yokahu Tower, located near a parking lot, where you can enjoy breathtaking panoramic views of the forest without a long hike.
Afternoon: After hiking, grab a bite at Rainforest Cafe and continue on to Fajardo. Check into Fajardo Inn, where you can enjoy a relaxing swim or a round of mini-golf with your family.
Evening: Head to Costa Mia for a sunset dinner by the water. The seafood is delicious, and be sure to try some traditional Puerto Rican dishes like mofongo, a savory plantain-based dish that’s a local favorite. The laid-back atmosphere is perfect for a family night out while watching the sun set over the ocean.
Insider Tip: The drive through El Yunque is a winding, narrow road through the mountains, adding to the adventure! Take your time and enjoy the scenic views along the way, stopping for photos and soaking in the nature.
Day 3: Ferry to Vieques, Wild Horses, Unspoiled Beaches & Bioluminescence
Morning: Hop on the ferry to Vieques, check into the Vieques Guesthouse, and grab a golf cart to set off on an unforgettable island adventure!
Afternoon: It’s time for some serious beach-hopping! Hit up El Cocal Beach for incredible snorkeling, Playa Caracas (a local favorite), and Playa El Gallito (our favorite). Along the way, you’ll likely spot Vieques’ famous horses wandering freely—a magical and fun experience! These unspoiled beaches and the laid-back vibe of the island are the perfect way to soak up all the vacation vibes.
Evening: As the sun sets, get ready for more magic—kayaking in the glowing waters of Mosquito Bay, the world’s brightest bioluminescent bay. Paddling through the water as it sparkles beneath you is surreal, and something your teens will be raving about long after the trip. After the kayak tour, stop by one of the restaurants along the Malecón for some delicious Puerto Rican food. It’s the perfect way to cap off an adventurous day!
Insider Tip: Aim for a moonless night for the most dazzling bioluminescent experience! The new moon made our trip truly unforgettable.
Day 4: More Vieques Fun and Return to San Juan
Morning: Spend your last morning in Vieques exploring more beaches. Don’t miss Sun Bay or the unique Sea Glass Beach, where you can find beautiful sea glass scattered along the shore.
Afternoon: Take the ferry back to San Juan and check into El Caribe Resort. After a morning of travel and beach-hopping, unwind at the resort. Lounge in the hammocks, relax at the beach, or soak in the hot tubs to recharge.
Evening: Freshen up and head to one of the resort’s bars for a piña colada—virgin for the kids, of course! El Caribe is the birthplace of this famous drink, so it’s a must-try. End the evening by enjoying live music as you sip and savor the tropical vibes.
Day 5: Escambrón Beach and Farewell Puerto Rico
Morning: Start your final day with a visit to Escambrón Beach. Go early to see sea turtles in the clear waters and enjoy a peaceful morning of snorkeling or simply soak up the last bit of sunshine.
Afternoon: Head over to El Hamburger near Escambrón Beach for a casual and delicious lunch, where the burgers are the perfect post-beach meal before heading back to pack up for your flight home.
Best Family-Friendly Hotels for 5 Days in Puerto Rico
📍 San Juan
- El Convento Hotel – A stunning, historic hotel located in the heart of Old San Juan, perfect for exploring the city’s vibrant streets and landmarks.
- El Caribe Resort – A beachside resort where you can unwind with a swim-up pool bar, hammocks, and family-friendly activities.
📍 Fajardo
- Fajardo Inn – A family-friendly resort with pools, gardens, and plenty of activities. It’s also conveniently close to the ferry for easy access to Vieques.
📍 Vieques
- Vieques Guesthouse – Immaculate and welcoming, this guesthouse is a great base for beach-hopping and exploring the natural beauty of Vieques.
Wrap Up: 5 Days itinerary in Puerto Rico
What started as a short trip to see the best bioluminescent bay in the world turned into a wonderful 5-day itinerary in Puerto Rico. Puerto Rico is pure magic—wild horses, waterfalls, unspoiled beaches, amazing food, friendly people, the list can go on and on—it keeps surprising you around every corner. As my daughter put it best, “Puerto Rico was an adventure”—and it can be yours too!
