11-Day Adventure & Relaxation Itinerary in Puerto Rico for a Bachelor Party

Day 1: Arrival in San Juan

San Juan, Puerto Rico

2:00PM

Check-In at a Beachfront Hotel

After your flight, check into your beachfront hotel in San Juan to kick off your bachelor adventure.
Cross the street to the beach.
USD200, 1 hour

4:00PM

Relax on the Beach

Unwind at Isla Verde Beach, basking in the sun to melt away travel fatigue.
The beach is steps away from the hotel.
Free, 2 hours

6:30PM

Dinner at La Placita de Santurce

Enjoy dinner at La Placita, where local Puerto Rican flavors meet vibrant nightlife.
Drive 15 minutes to Santurce.
USD50, 2 hours

9:00PM

Nightlife Experience

Explore local bars and clubs for an exciting bachelor party kickoff.
Walk around Santurce, as it’s pedestrian-friendly.
Variable, 3 hours
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Day 2: Explore San Juan

San Juan, Puerto Rico

8:00AM

Breakfast at Cafetería Mallorca

Savor Mallorca pastries with coffee, a traditional Puerto Rican breakfast.
5-minute drive from your hotel.
USD15, 1 hour

9:30AM

Visit El Morro Fort

Discover the historic El Morro Fort and enjoy sweeping views of the ocean.
Drive 15 minutes to Old San Juan.
USD10, 2 hours

12:00PM

Lunch at La Mallorquina

Grab lunch at La Mallorquina, featuring local sandwiches and pastries.
5-minute walk from El Morro.
USD20, 1 hour

2:00PM

Wander Old San Juan

Stroll the colorful streets of Old San Juan, exploring boutiques and plazas.
Explore on foot around Old San Juan.
Free, 3 hours

5:30PM

Sunset at Castillo San Cristóbal

Catch the stunning sunset at Castillo San Cristóbal while capturing memorable photos.
Walk to Castillo San Cristóbal.
Free, 1 hour

7:00PM

Dinner at Raíces

Enjoy an authentic Puerto Rican dinner including mofongo and lechón.
5-minute walk back to the restaurant.
USD45, 2 hours
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Day 3: Travel to Vieques

Vieques, Puerto Rico

7:30AM

Breakfast at Your Hotel

Have breakfast at your hotel with a view of the ocean.
Hotel restaurant.
Included, 1 hour

9:00AM

Ferry to Vieques

Take the ferry from Fajardo to Vieques for a scenic ride.
Drive 1 hour to Fajardo Ferry Terminal.
USD8, 1 hour

10:30AM

Check-In and Relax

Check into your accommodation in Vieques and take a moment to relax.
Your accommodation is within driving distance from the ferry terminal.
USD150, 1 hour

12:00PM

Lunch at Duffy’s

Visit Duffy’s for some fresh seafood overlooking the water.
15-minute drive from hotel.
USD35, 1 hour

2:00PM

Explore Mosquito Bay

Kayak in Mosquito Bay and experience the bioluminescent waters at dusk.
20-minute drive to Mosquito Bay.
USD60, 3 hours

6:00PM

Dinner at El Quenepo

Enjoy dinner at El Quenepo with its famous lobster tail dishes.
Short drive to the restaurant.
USD70, 2 hours
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Day 4: Relax and Adventure in Vieques

Vieques, Puerto Rico

8:00AM

Breakfast at Bananas

Start your day with a delicious breakfast at the local favorite, Bananas.
5-minute drive from your hotel.
USD25, 1 hour

9:30AM

Beach Time at Playa La Chiva

Spend the morning soaking up sun and swimming at Playa La Chiva.
20-minute drive to Playa La Chiva.
Free, 3 hours

1:00PM

Lunch at El Amigos

Indulge in fish tacos and cold drinks at El Amigos beach bar.
Close to Playa La Chiva.
USD30, 1 hour

2:30PM

Snorkeling in Vieques

Head again to Mosquito Bay for snorkeling, exploring underwater life.
Back to Mosquito Bay, about 20 minutes.
USD50, 3 hours

6:00PM

Dinner at The Tradewind Restaurant

Enjoy a beachfront dinner featuring Caribbean cuisine.
Back toward the village center.
USD45, 2 hours
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Day 5: Travel to Fajardo

Fajardo, Puerto Rico

8:00AM

Breakfast at Your Accommodation

Enjoy a breakfast before checking out of Vieques.
On-site at your accommodation.
Included, 1 hour

9:00AM

Ferry back to Fajardo

Catch the ferry back to mainland Puerto Rico.
About 30 minutes from hotel to the ferry.
USD8, 1 hour

10:30AM

Check-In at Hotel in Fajardo

Check into your hotel in Fajardo and get settled.
Short drive to hotel from ferry terminal.
USD150, 1 hour

12:00PM

Lunch at Las Vistas Café

Have a light lunch with a beautiful view of the marina at Las Vistas Café.
5-minute drive from your hotel.
USD30, 1 hour

1:30PM

Kayaking at Fajardo Bioluminescent Bay

Experience night kayaking in Fajardo’s bioluminescent bay.
15-minute drive to the launch point.
USD70, 3 hours

5:30PM

Dinner at The Lighthouse

Enjoy dinner with an ocean view at The Lighthouse restaurant.
Back near your hotel.
USD50, 2 hours
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Day 6: Adventure in Fajardo

Fajardo, Puerto Rico

8:00AM

Breakfast at Your Hotel

Start the day with breakfast at your hotel to fuel up.
On-site restaurant.
Included, 1 hour

9:30AM

Visit El Yunque National Forest

Take a trip to El Yunque for a hike through lush rainforest trails.
30-minute drive to the forest entrance.
Free, 3 hours

1:00PM

Lunch at La Taverna Lupillo

Enjoy a hearty meal at La Taverna Lupillo featuring tasty tapas and drinks.
Head back to Fajardo.
USD35, 1 hour

2:30PM

Cayo Icacos Beach

Take a boat trip to Cayo Icacos for sunbathing and snorkeling.
Boat tour departs from Fajardo.
USD60, 5 hours including transport

8:00PM

Dinner at Pasion por el Fogón

Relish in local cuisine known for its grilled meats and vibrant atmosphere.
Return to Fajardo about 10 minutes away.
USD40, 2 hours
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Day 7: Travel to Ponce

Ponce, Puerto Rico

8:00AM

Breakfast at Your Hotel

Enjoy breakfast in Fajardo before packing for the trip to Ponce.
On-site restaurant.
Included, 1 hour

9:00AM

Drive to Ponce

Travel to Ponce and enjoy the scenic views along the way.
Head south via PR-1.
Free, 1.5 hours

10:30AM

Check-In at Ponce Hotel

Settle into your Ponce accommodations upon arrival.
Drive to your selected hotel.
USD120, 1 hour

12:00PM

Lunch at Casa del Chef

Dine at Casa del Chef for local dishes and colorful ambience.
5-minute drive from hotel.
USD30, 1 hour

2:00PM

Visit Plaza Las Delicias

Explore the town square and take pictures of the iconic Ponce lion.
Walk to Plaza Las Delicias.
Free, 1 hour

4:00PM

Museum Visit: Museo de Arte de Ponce

Discover art from famous local and international artists at this renowned museum.
Walk to the museum located in the center.
USD10, 2 hours

7:00PM

Dinner at La Piojera

Savor some amazing local aromas and dishes at this popular eatery.
Short drive back to your hotel neighborhood.
USD25, 2 hours
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Day 8: Relaxing Day in Ponce

Ponce, Puerto Rico

8:00AM

Breakfast at Your Hotel

Enjoy breakfast at the hotel before a leisurely day.
On-site restaurant.
Included, 1 hour

9:30AM

Beach Day at Playa Buyé

Relax at one of the best beaches in Puerto Rico, soaking in the sun.
Drive 25 minutes to Playa Buyé.
Free, 5 hours

2:30PM

Lunch at Isla del Encanto

Enjoy delicious seafood or local dishes with beach views.
Near the beach.
USD40, 2 hours

4:30PM

Explore Parque de Bombas

Visit the iconic firehouse turned museum, a symbol of Ponce.
Head back to Ponce's city center.
Free, 1 hour

7:00PM

Dinner at Café Café

Relax at Café Café, known for its breezy atmosphere and good food.
Short drive back near your hotel.
USD30, 2 hours
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Day 9: Travel to Rincon

Rincon, Puerto Rico

8:00AM

Breakfast at Your Hotel

Fuel up with breakfast at your hotel before moving to Rincon.
On-site restaurant.
Included, 1 hour

9:00AM

Drive to Rincon

Enjoy the road trip towards Rincon, famous for surfing beaches.
Head west towards Rincon.
Free, 1.5 hours

10:30AM

Check-In at Rincon Hotel

Arrive and check into your hotel with beachfront access.
Drive directly to your accommodation.
USD150, 1 hour

12:00PM

Lunch at The Beach House

Dine with ocean views at The Beach House with fresh seafood.
Close by the hotel.
USD35, 1 hour

1:30PM

Surfing Lessons

Take a surfing lesson at Domes Beach for some fun and adrenaline.
Short drive to Domes Beach.
USD60, 2 hours

4:00PM

Relax at Maria's Beach

Spend the rest of the afternoon relaxing at Maria's Beach.
Short drive to Maria's Beach.
Free, 3 hours

7:00PM

Dinner at Tamboo Tavern

End the day with delicious food and live music at Tamboo Tavern.
Close drive from the beach.
USD40, 2 hours
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Day 10: Adventure Day in Rincon

Rincon, Puerto Rico

8:00AM

Breakfast at Your Hotel

Grab breakfast at your hotel to prepare for the day's activities.
On-site restaurant.
Included, 1 hour

9:30AM

Snorkeling Tour

Join a snorkeling tour to explore the underwater beauty of Rincon.
Meet at designated location for snorkeling tour.
USD70, 4 hours

2:00PM

Lunch at Gilley's

Have a casual lunch at Gilley’s with diverse menu options.
Walk to nearby restaurant.
USD30, 1 hour

3:00PM

Explore the Rincon Art Walk

Wander through local galleries and shops featuring vibrant art.
Short drive to the art district.
Free, 2 hours

5:30PM

Sunset at the Rincon Lighthouse

Catch the stunning sunset at the Rincon Lighthouse, a perfect photo op.
Drive to the lighthouse.
Free, 1 hour

7:30PM

Dinner at The English Rose

Dine at The English Rose for an elegant meal with a fusion of flavors.
Drive back to Rincon town.
USD50, 2 hours
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Day 11: Return to San Juan

San Juan, Puerto Rico

8:00AM

Breakfast at Your Hotel

Enjoy a final breakfast at your hotel in Rincon before departure.
On-site restaurant.
Included, 1 hour

9:30AM

Drive Back to San Juan

Travel back to San Juan for your departure flight, reminiscing about the trip.
Take PR-2 back to San Juan.
Free, 2 hours

12:00PM

Lunch at La Casita Blanca

Have a farewell lunch at La Casita Blanca, known for its traditional dishes.
In San Juan, easy to reach.
USD40, 1.5 hours

2:00PM

Last-Minute Shopping

Spend time shopping for local crafts and souvenirs before heading to the airport.
Walk to shops in Old San Juan.
Variable, 2 hours

4:30PM

Depart for Airport

Make your way to the airport, concluding your incredible bachelor party adventure.
Drive to Luis Muñoz Marín International Airport.
Free, 1 hour
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