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Travel AI

Ultimate 11-Day Puerto Rico and Caribbean Islands Adventure Itinerary

Last updated: 2024 Jun 14

Historical San Juan and Old Town Delights

Morning

Begin your Puerto Rico adventure with a delightful breakfast at Barrachina, the birthplace of the piña colada. Afterward, immerse yourself in the rich history of the island with a visit to the iconic Old San Juan. Explore the colorful streets, visit historical sites like Castillo San Felipe del Morro, and take in the stunning views of the Atlantic Ocean.

Afternoon

For lunch, head to La Taberna Lúpulo for a taste of local craft beers and delicious pub fare. Afterward, continue your historical journey with a guided tour of the El Morro Fort and the surrounding area. Learn about the fort's strategic importance and the history of San Juan as you walk through the impressive structure.

Evening

As the sun sets, enjoy a relaxing dinner at Sereno Beach Bar & Grill, where you can dine with your toes in the sand. Afterward, take a leisurely San Juan Old Town Sunset Walking Tour to experience the city's charming evening ambiance and discover hidden gems.

Bedtime

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4.77
Old San Juan
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4.72
Castillo San Felipe del Morro
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Salsa, Rum, and Bioluminescent Magic

Morning

Start your day with a flavorful breakfast at La Vaca Enfurecida Bikers Bar & Grill San Juan, a local favorite. Afterward, get into the rhythm of the island with a San Juan Beginner Puerto Rican Salsa for Couples class. Learn the basic steps and feel the vibrant energy of salsa dancing.

Afternoon

For lunch, head to Kaña Kitchen & Rumbar for a true taste of Puerto Rican cuisine and a selection of the finest rums. Afterward, take a tour of the famous San Juan Casa Bacardi Distillery to learn about the history and production of the island's beloved spirit.

Evening

Conclude your day with a magical experience at the Kayaking in Laguna Grande Bioluminescent Bay. Paddle through the glowing waters and witness the natural phenomenon of bioluminescence. Afterward, enjoy a late dinner at Pio Pio, known for its delicious rotisserie chicken and lively atmosphere.

Bedtime

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4.76
San Juan Beginner Puerto Rican Salsa for Couples
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4.71
San Juan Casa Bacardi Distillery
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Island Adventure and Culinary Delights

Morning

Enjoy a breakfast with a view at La Tortuga Bistro Bar, offering a selection of fresh pastries and local coffee. Afterward, embark on a full-day excursion to the stunning From Fajardo Full-Day Culebra Islands Catamaran Tour. Relax on the pristine beaches, snorkel in the crystal-clear waters, and savor a provided lunch onboard.

Afternoon

After returning from the catamaran tour, indulge in a late lunch at Pani Agua - Hookah Lounge and Restaurant, where you can enjoy a variety of international dishes and refreshing drinks. Spend the rest of the afternoon at leisure, perhaps exploring the vibrant streets of San Juan or relaxing at your hotel.

Evening

For dinner, experience the lively atmosphere of Señor Frog's, known for its fun and casual dining. Enjoy a range of dishes and drinks while being entertained by the restaurant's vibrant staff. After dinner, you can explore the nearby nightlife or simply unwind with a cocktail at a local bar.

Bedtime

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4.70
From Fajardo Full-Day Culebra Islands Catamaran Tour
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Rainforest Wonders and Evening Cruise

Morning

Start your day with a hearty breakfast at Solera, offering a blend of local and international flavors. Then, gear up for an adventure as you head to the majestic El Yunque National RainForest Tour with Nature walk. Explore the lush rainforest, encounter beautiful waterfalls, and learn about the unique flora and fauna.

Afternoon

After the rainforest tour, enjoy a well-deserved lunch at Tasty Bar Lounge, where you can relax and refuel with a variety of dishes. Spend the afternoon at your leisure, perhaps visiting nearby attractions or simply taking in the natural beauty of the island.

Evening

As the sun sets, embark on the Old San Juan Sunset Cruise with Drinks and Hotel Pickup. Relax on the deck, enjoy the coastal views, and sip on refreshing drinks. After the cruise, savor a delightful dinner at Taberna Boricua, known for its traditional Puerto Rican cuisine and welcoming ambiance.

Bedtime

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4.74
El Yunque National RainForest Tour with Nature walk
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4.67
Old San Juan Sunset Cruise with Drinks and Hotel Pickup
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Snorkeling, Beach Relaxation, and Local Eats

Morning

Begin your day with a breakfast at Las Palmas Bar and Rest., offering a variety of morning favorites. Then, set off for a morning of adventure with the San Juan Swimming and Snorkeling Tour with Turtles. Explore the underwater world, encounter marine life, and bask in the Caribbean sun.

Afternoon

After the snorkeling tour, enjoy a beachside lunch at Palomino Island [11555], where you can dine with a view of the sparkling waters. Spend the rest of the afternoon relaxing on the beach, swimming, or engaging in water sports activities.

Evening

For dinner, head to MUSA, a restaurant known for its fusion of Caribbean and international cuisines. Enjoy a flavorful meal and reflect on the adventures of the day. If you're in the mood for some entertainment, consider visiting a local bar or lounge for live music or a laid-back atmosphere.

Bedtime

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4.69
San Juan Swimming and Snorkeling Tour with Turtles
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Ponce Cultural Exploration and Gastronomic Delights

Morning

Begin your day with a visit to the Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico) to immerse yourself in the island's artistic heritage. Afterward, enjoy a delightful breakfast at El Asador The Grill House Old San Juan, known for its savory dishes and welcoming atmosphere.

Afternoon

Explore the historic Ponce, known for its well-preserved architecture and vibrant cultural scene. For lunch, indulge in the flavors of the region at Tijuana's Bar & Grill, offering a mix of traditional and contemporary Puerto Rican cuisine.

Evening

Conclude your day with a visit to La Fortaleza (The Fortress), the official residence of the Governor of Puerto Rico. Afterward, enjoy a sophisticated dinner at La Picadera Bar & Grill, where you can savor a variety of dishes in a refined setting.

Bedtime

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4.25
Museum of Art of Puerto Rico (Museo de Arte de Puerto Rico)
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4.87
Ponce
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City Highlights and Local Flavors

Morning

Start your day with a visit to the iconic Attraction Name to get a sense of the city's history and culture. For breakfast, try a local favorite at Restaurant Name, known for its {specific dish or cuisine}.

Afternoon

Spend the afternoon exploring the city's landmarks and hidden gems. For lunch, indulge in the flavors of the region at Restaurant Name, offering a mix of traditional and contemporary dishes.

Evening

As the sun sets, enjoy a relaxing dinner at Restaurant Name, where you can unwind and reflect on the day's adventures. Consider visiting a nearby bar or lounge for a nightcap and some local entertainment.

Bedtime

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Scenic Views and Culinary Delights

Morning

Take in the city's panoramic views from Attraction Name and enjoy a breakfast with a view at Restaurant Name, offering a selection of morning favorites.

Afternoon

Explore the city's cultural and culinary scene, visiting Attraction Name and indulging in a leisurely lunch at Restaurant Name, known for its {specific dish or cuisine}.

Evening

Wind down with a serene dinner cruise or a visit to a waterfront restaurant, such as Restaurant Name, where you can enjoy fresh seafood and the gentle ocean breeze.

Bedtime

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Cultural Immersion and Hidden Gems

Morning

Immerse yourself in the local culture with a visit to Attraction Name and enjoy a breakfast at Restaurant Name, known for its {specific dish or cuisine}.

Afternoon

Discover the city's hidden gems and enjoy a leisurely lunch at Restaurant Name, offering a mix of traditional and contemporary dishes.

Evening

Experience the city's vibrant nightlife with dinner at Restaurant Name, followed by a visit to a popular bar or lounge for drinks and live music.

Bedtime

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Historic Landmarks and Modern Delights

Morning

Begin your day with a visit to the historical Attraction Name and enjoy a breakfast at Restaurant Name, offering a blend of local and international flavors.

Afternoon

Explore the city's modern attractions and enjoy a leisurely lunch at Restaurant Name, known for its {specific dish or cuisine}.

Evening

Dine at Restaurant Name, where you can enjoy a sophisticated meal in a refined setting. After dinner, take a stroll through the city's vibrant streets and soak in the local atmosphere.

Bedtime

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Farewell to the Caribbean

Morning

Enjoy a final breakfast at Pa' Que Piques Sport Bar, where you can savor the flavors of the island. Take a morning walk along the San Juan Bay to reflect on your unforgettable journey through Puerto Rico and the Caribbean.

Afternoon

Spend your last afternoon at leisure, perhaps doing some last-minute shopping for souvenirs or simply relaxing at a local park. For lunch, revisit one of your favorite restaurants from the trip to savor the flavors one last time.

Evening

As the sun sets on your final day, indulge in a memorable farewell dinner at The Capitol of Puerto Rico (El Capitolio) [19386], where you can enjoy a blend of local and international cuisines in a grand setting. Raise a glass to the wonderful memories made and the new friends met during your 11-day adventure.

Bedtime

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