7-Day San Juan & Vieques, Puerto Rico Couples Itinerary
Arrive at Luis Munoz Marin International Airport · Explore Castillo San Felipe del Morro · Visit Catedral Basilica Menor de San Juan Bautista · Wander Old San Juan's Colorful Streets · Visit San Cristobal Castle · Relax at Balneario del Escambron
7-day Puerto Rico trip — San Juan to Vieques. Day-by-day route, attractions & food.
Part one
Is this trip for you?
San Juan anchors this trip into colonial Caribbean history and dynamic urban culture. Its forts, colorful streets and deep food scene contrast sharply with Vieques, a rugged island reachable by a short flight. Vieques offers raw, untouched beaches and the world-renowned bioluminescent Mosquito Bay. A trip focused purely on mainland Puerto Rico, perhaps to Rincon, misses this dual experience of intense history and isolated island magic. This pairing is built for travelers who want history, diverse coastal landscapes and a singular natural wonder, over a single-focus beach or rainforest journey.
Your itinerary covers 12 must-have experiences
Explore Historic Old San Juan Fortifications
✓ Day 1: Explore Castillo San Felipe del Morro
Experience Old San Juan's Colorful Streets and Architecture
✓ Day 1: Wander Old San Juan's Colorful Streets
Savor Authentic Puerto Rican Cuisine
✓ Day 2: Explore La Placita de Santurce Market
Relax on San Juan's Iconic Beaches
✓ Day 2: Relax at Balneario del Escambron
A Coastal Nature Walk or Kayak Adventure
✓ Day 3: Explore El Yunque National Forest Trails
A Contemporary Art and History Museum
✓ Day 4: Visit Museo de Arte de Puerto Rico
Experience the Bioluminescent Bays
✓ Day 5: Mosquito Bay Bioluminescent Kayak Tour
Discover Island History and Culture
✓ Day 5: Punta Mulas Lighthouse
Enjoy Snorkeling and Water Activities
✓ Day 6: Snorkeling at Playa Esperanza
Exploring Former US Navy Sites
✓ Day 6: Explore Vieques National Wildlife Refuge
An Off-Road Island Adventure
✓ Day 6: Jeep Rental and Beach Hopping
Explore Vieques' Pristine Beaches
✓ Day 7: Visit Sun Bay Beach
Photos from Wikimedia Commons, used under Creative Commons licenses. Individual credits shown on each photo.
📅 Best Time to Visit
The best time to visit Puerto Rico is December to May. During these months, the weather is cooler and drier, with average temperatures around 24-28 degrees Celsius. This period avoids the peak of hurricane season, which typically runs from June through November. Expect larger crowds and higher prices during the winter holidays and around Easter.
Part two
The plan, day by day
7-day trip
This plan front-loads San Juan for four full days, allowing time to absorb its deep history and diverse neighborhoods while you are fresh from arrival. Old San Juan's forts and colorful streets are covered early, followed by coastal nature and art. The transfer to Vieques sits mid-week, turning a travel day into a change of pace.
Vieques gets three nights, enough to explore its wild beaches and dedicate an evening to the bioluminescent bay. The final day on Vieques is left lighter, ready for your departure. This itinerary prioritizes the historical core and coastal adventures around San Juan, then shifts to the unique island experience of Vieques, including its bioluminescent bay and untouched beaches.
You will miss the lush interior of Puerto Rico, specifically El Yunque National Forest, with its challenging hikes and waterfalls. Also absent are the karst regions on the west, like the Arecibo Observatory's massive dish or the caves of Parque de las Cavernas del Rio Camuy. This is the right cut if you seek history and island seclusion; choose differently if rainforest and caving are your focus.
To extend this trip, add two nights on the west coast, perhaps near Isabela. This allows a day for surfing lessons at Jobos Beach, known for its consistent breaks, and another for exploring Guajataca Tunnel, a historic railway passage offering ocean views. It provides a different coastal vibe than San Juan or Vieques.
- Morning
08:00 AM - Arrive at Luis Munoz Marin International Airport (SJU)· 1 hr 30 min
USD 30Upon arrival, proceed through customs and immigration. Take a taxi directly to your hotel in Old San Juan or Condado. Expect a ride of approximately 20-30 minutes, depending on traffic. Estimated cost for taxi is around $25-30.
09:30 AM - Hotel Check-in & Settle In· 1 hr
FREECheck into your hotel in Old San Juan or Condado, drop off luggage, and refresh after your flight. Allow some time to settle into your accommodation.
- 🕐 Monday: 9:00 AM – 5:00 PM; Tuesday: 9:00 AM – 5:00 PM; Wednesday: 9:00 AM – 5:00 PMConfirm hours on Maps
10:30 AM - Explore Castillo San Felipe del Morro· 3 hrs
USD 10 - Afternoon
01:30 PM - Lunch: Mofongo in Old San Juan· 1 hr
USD 18MofongoSavor the quintessential Puerto Rican dish, Mofongo, a flavorful mound of fried mashed plantains, often served stuffed with chicken, pork, or seafood. Find a local spot in Old San Juan.
Best around Old San Juan, Pinones kioskosTypical $12–25 - Closes 4 PM · 1.5h here🕐 Monday: 9:00 AM – 6:00 PM; Tuesday: 9:00 AM – 6:00 PM; Wednesday: 9:00 AM – 6:00 PMConfirm hours on Maps
02:30 PM - Visit Catedral Basilica Menor de San Juan Bautista· 1 hr
FREE - Evening
07:30 PM - Dinner: Pastelon in Old San Juan· 1 hr
USD 20PastelonEnjoy Pastelon for dinner, a delicious Puerto Rican-style 'lasagna' made with layers of sweet plantains, savory ground beef, and cheese. Seek out a restaurant in the historic district.
Old San Juan
Old San Juan is the heart of history and culture, offering walkable access to major attractions like El Morro and San Cristobal, beautiful colonial architecture, and a wide array of local restaurants and shops. It's a very safe area with a strong police presence.
- Morning🕐 Monday: 9:00 AM – 5:00 PM; Tuesday: 9:00 AM – 5:00 PM; Wednesday: 9:00 AM – 5:00 PMConfirm hours on Maps
09:00 AM - Visit San Cristobal Castle· 2 hrs 30 min
USD 10 - Afternoon
12:30 PM - Lunch: Arroz con Gandules in Old San Juan· 1 hr
USD 18Arroz con GandulesSavor Arroz con Gandules, a flavorful rice dish cooked with pigeon peas, sofrito, and often small pieces of pork, a quintessential Puerto Rican staple.
- Evening
07:30 PM - Dinner: Tostones and Pescado Frito Entero in Santurce· 1 hr 15 min
USD 30Pescado Frito EnteroIndulge in crispy Tostones (double-fried green plantain slices) as an appetizer, followed by Pescado Frito Entero, a whole fried fish, a fresh and delicious local favorite.
Best around Esperanza MaleconTypical $18–35
Old San Juan
Remaining in Old San Juan provides easy access to historic sites, walkable streets, and a variety of dining options, maintaining convenience for exploring the city's rich culture and attractions.
- MorningConfirm hours on Maps
09:00 AM - Kayak through Laguna Grande Bio Bay (Daytime Exploration)· 3 hrs
USD 50 - Afternoon
12:30 PM - Lunch: Bacalaito near Laguna Grande· 1 hr
USD 8BacalaitoEnjoy crispy Bacalaito fritters, a popular savory codfish snack, at a local kiosk or eatery near Fajardo after your kayak trip.
Best around Pinones kioskos, Old San Juan street vendorsTypical $2–5 - Evening
07:30 PM - Dinner: Alcapurria in Isla Verde· 1 hr
USD 15AlcapurriaSavor Alcapurria, a traditional fritter made from grated plantains and taro root, stuffed with seasoned meat, at a local eatery in the lively Isla Verde area.
Best around Pinones kioskos, Luquillo kioskosTypical $3–6
Old San Juan
Old San Juan remains the best base due to its central location to historic sites, walkable streets, vibrant atmosphere, and access to various dining options. Its proximity to major transit hubs also makes it convenient for day trips outside the city.
- Morning🕐 Monday: Closed; Tuesday: Closed; Wednesday: 10:00 AM – 5:00 PMConfirm hours on Maps
10:00 AM - Visit Museo de Arte de Puerto Rico· 2 hrs
USD 6 - Afternoon
12:15 PM - Lunch: Tostones in Condado· 1 hr
USD 10TostonesEnjoy crispy double-fried green plantain slices, a quintessential Puerto Rican snack, at a casual eatery near Condado Beach.
- 🕐 Monday: Open 24 hours; Tuesday: Open 24 hours; Wednesday: Open 24 hoursConfirm hours on Maps
03:15 PM - Explore Puerta de San Juan· 1 hr
FREE - Evening
07:30 PM - Dinner: Lechon Asado in Miramar· 1 hr 15 min
USD 20Lechon AsadoSavor Lechon Asado, slow-roasted suckling pig with crispy skin and tender meat, a traditional Puerto Rican specialty, in the Miramar district.
Best around Guavate (south of San Juan), PinonesTypical $10–20
Old San Juan
Continues to offer excellent walkability to historical sites, a wide variety of restaurants, and a vibrant cultural atmosphere for exploring the city center.
- Morning
10:00 AM - Transfer to Ceiba Ferry Terminal· 1 hr 30 min
USD 75Arrange for a private transfer or taxi from your Old San Juan hotel to the Ceiba Ferry Terminal for your journey to Vieques. Factor in potential traffic.
11:30 AM - Ferry from Ceiba to Vieques· 1 hr 30 min
USD 6Enjoy the scenic ferry ride across the Caribbean Sea to the island of Vieques. Advance booking is highly recommended.
- Afternoon
1:00 PM - Hotel Check-in & Settle In Vieques· 1 hr
FREEArrive at your accommodation in Vieques, check in, and get settled after your journey. Take some time to relax.
2:00 PM - Lunch: Empanadillas in Isabel Segunda· 1 hr
USD 15EmpanadillasSavor some fresh empanadillas (savory turnovers) filled with local ingredients like seafood or meat, in the main town of Isabel Segunda.
- Evening
7:30 PM - Dinner: Pescado Frito Entero in Esperanza Malecon· 1 hr 15 min
USD 30Pescado Frito EnteroEnjoy a whole fried fish, such as snapper or mahi-mahi, a classic coastal dish, at one of the restaurants along the Esperanza Malecon.
Best around Esperanza MaleconTypical $18–35
Esperanza or Isabel Segunda
Both Esperanza and Isabel Segunda offer good access to beaches, local restaurants, and are convenient bases for exploring Vieques, including the bioluminescent bay tours. Isabel Segunda is the main town with more services, while Esperanza has a relaxed, beach-town vibe.
- Morning🕐 Monday: 8:00 AM – 4:00 PM; Tuesday: 8:00 AM – 4:00 PM; Wednesday: 8:00 AM – 4:00 PMConfirm hours on Maps
09:00 AM - Jeep Rental and Beach Hopping· 4 hrs
USD 75 - Afternoon
01:00 PM - Lunch: Arepas Rellenas in Esperanza Malecon· 1 hr
USD 18Arepas RellenasEnjoy savory Arepas Rellenas, cornmeal cakes filled with various ingredients like meat, cheese, or vegetables, at a casual eatery along the vibrant Esperanza Malecon.
- 🕐 Monday: Open 24 hours; Tuesday: Open 24 hours; Wednesday: Open 24 hoursConfirm hours on Maps
02:00 PM - Snorkeling at Playa Esperanza· 3 hrs
USD 25 - EveningCloses 7:30 PM · 2.5h here🕐 Monday: 7:00 AM – 7:30 PM; Tuesday: 7:00 AM – 7:30 PM; Wednesday: 7:00 AM – 7:30 PMConfirm hours on Maps
05:00 PM - Explore Vieques National Wildlife Refuge· 2 hrs
FREE 07:30 PM - Dinner: Mofongo de Yuca in Esperanza· 1 hr
USD 20Mofongo de YucaSavor Mofongo de Yuca, a local variation of mofongo made with mashed yuca (cassava) instead of plantains, often served with chicken or seafood, in the lively Esperanza area.
Esperanza or Isabel Segunda
These areas offer convenient access to Vieques' main attractions, including beaches, restaurants, and tours. Esperanza is known for its lively Malecon, while Isabel Segunda provides a more local feel and proximity to the ferry.
- Morning
- Afternoon
12:00 PM - Lunch: Piononos in Esperanza· 1 hr
USD 18PiononosSavor Piononos, a local delicacy made from sweet plantain stuffed with picadillo (ground beef) or seafood, deep-fried to golden perfection. A satisfying and authentic Puerto Rican dish.
01:00 PM - Souvenir Shopping in Esperanza· 1 hr 30 min
USD 25Browse the small shops and boutiques along the Esperanza Malecon for unique souvenirs and local crafts to remember your trip to Vieques.
02:30 PM - Hotel Checkout & Luggage Collection· 30 min
FREEReturn to your hotel, check out, and collect your luggage before heading to the airport for your departure.
03:00 PM - Depart from Luis Munoz Marin International Airport (SJU)· 6 hrs
USD 75Transfer from Vieques to the airport for your departure, allowing ample time for check-in and security for your 9:00 PM flight.
Esperanza or Isabel Segunda
Continuing in Esperanza or Isabel Segunda provides convenient access to Vieques' beautiful beaches, local eateries, and ferry/airport connections, minimizing travel time within the island for your last day.
Part three
Food, shopping & festivals
Top 9 dishes to try
Arroz con Gandule
Tostones
Puerto Rico
Lechon Asado
📍 Guavate (south of San Juan), Pinones
Mofongo
📍 Old San Juan, Pinones kioskos
Pescado Frito Entero
Vieques
📍 Esperanza Malecon
Bacalaito
📍 Pinones kioskos, Old San Juan street vendors
Alcapurria
📍 Pinones kioskos, Luquillo kioskos
Pastel
📍 Traditional delis and some Old San Juan restaurants
Pastelon
Puerto Rico
Markets & neighborhoods
Upscale dining and modern takes on local cuisine, with a mix of traditional eateries and more contemporary restaurants catering to both locals and tourists.
Beachfront restaurants and kiosks serving fresh seafood, mofongo, and fried street foods, with a lively evening atmosphere.
Local panaderias for breakfast pastries and coffee, and small eateries offering more traditional criollo dishes away from the main tourist strip.
Historic restaurants serving traditional Puerto Rican cuisine (cocina criolla), from mofongo to stews, alongside cafes and lively bars.
A strip of beachfront kioskos (roadside stalls) specializing in fried fritters like alcapurrias, bacalaitos, empanadillas, and fresh seafood, especially on weekends.
Good to Know
Top 10 souvenirs
Pique Puertorriqueno (Hot Sauce)
Vieques
📍 Local bodegas or small grocery stores throughout the island.
Cafe Yaucono or Local Coffee
Vieques
📍 Supermercado Morales or smaller grocery stores in Isabel Segunda.
Puerto Rican Coffee Beans
San Juan
📍 Plaza del Mercado Santurce, Cuatro Sombras (Old San Juan), Supermercados Selectos
Artisan Rum (Ron Artesanal)
San Juan
📍 Casa Melaza (Old San Juan), select liquor stores, or directly from Hacienda Santa Ana for Ron del Barrilito.
Hand-Carved Wooden Santitos
Vieques
📍 Local art galleries in Isabel Segunda, artisan markets in Esperanza, or small shops like Galeria Vieques.
Hand-carved Santos Figures
San Juan
These traditional religious folk art carvings, often depicting saints or biblical figures, are unique to Puerto Rican culture and handcrafted by local artisans.
📍 Galeria Botello (Old San Juan), Casa de los Santos (Calle San Jose), artisan shops on Calle del Cristo.
Pique (Hot Sauce)
San Juan
📍 Local markets like La Placita de Santurce, specialty food stores in Old San Juan.
Vieques Sea Glass Jewelry
Vieques
📍 Artisan stalls in Esperanza or shops along Calle Munoz Rivera in Isabel Segunda.
Mundillo Lace
San Juan
📍 Artisan craft stores in Old San Juan, such as Convento Artesanias, or at larger craft fairs.
Artisan Crafted Ceramics
Vieques
📍 Vieques Ceramics in Isabel Segunda or smaller artisan workshops.
Markets & districts
Fresh produce, local spices, Puerto Rican coffee, homemade hot sauces (pique), and flowers.
A bustling, authentic local market during the day with vendors selling fresh goods, transforming into a lively nightlife spot with bars and restaurants in the evenings.
Sea glass jewelry, handcrafted souvenirs, beachwear, and art.
A charming, laid-back waterfront village popular with tourists, featuring a strip of restaurants, bars, and small artisan stalls, especially lively in the evenings.
Artisan crafts, fine jewelry, local art, boutique clothing, specialty food items, and premium rum.
Charming colonial streets filled with colorful buildings, a mix of high-end boutiques and small artisan workshops; it can be crowded near the cruise ports but calmer further in.
Good to Know
Fiestas de la Calle San Sebastián
Jan 15
Puerto Rico's biggest street festival ('SanSe'), closing the holiday season in Old San Juan with live music, vejigante masks, food kiosks, and crowds along Calle San Sebastián.
Noche de San Juan
Fiestas de San Juan Bautista
Jun 23
The eve of the feast of San Juan Bautista, the capital's patron saint — at midnight on June 23 people walk backward into the sea three times for good luck. Biggest on San Juan's beaches.
Part four
Costs & booking
- Total for a couple — 7 days mid-range trip, excludes international flights
- Accommodation assumes 1 shared room
- Rough estimates — actual prices vary by season and availability
Local Transport
Accommodation
AI estimated based on typical hotel costs
Food
Activities
Moderate overall, comparable to many US cities for hotels ($100-150/night for decent options), but food can be cheaper at local spots, with meals around $10-20. Be aware of petty crime, especially at remote beaches in Vieques; stick to well-trafficked areas.
Minimize inter-island transport costs by booking the ferry to Vieques from Ceiba in advance ($2.25 per person, one-way); flying can cost $60-100+ per person. For San Juan, use local bus routes (75 cents per ride) or ride-shares like Uber for longer distances instead of taxis.
Allocate about $50-70 per person for a guided bioluminescent bay kayak tour in Vieques, preferably around the new moon for the best viewing. It's a unique natural wonder worth the specific investment over just beach time.
For meals in San Juan, seek out 'Fonda' restaurants or 'panaderias' for authentic, budget-friendly Puerto Rican dishes. You can get a hearty lunch for $8-12, often including a drink, significantly less than tourist-focused restaurants.
Leverage free Wi-Fi where available in cafes or hotels; while cell coverage is generally reliable from major carriers, mobile data can incur hefty international charges depending on your plan. Avoid internet cafes charging rates like $3 for 20 minutes if your phone plan is cheaper.
Castillo San Felipe del Morro Entry TicketDay 1
Book 3 days ahead -- While tickets can be purchased on-site, booking online a few days in advance ensures entry and reduces wait times, especially for specific entry windows if offered.
San Cristobal Castle Entry TicketDay 2
Book 3 days ahead -- Booking online a few days prior is recommended to streamline entry and avoid lines at the gate.
Laguna Grande Bio Bay Kayak Tour (Daytime)Day 3
Book 2 weeks ahead -- Bio Bay tours, even daytime explorations, are popular and have limited capacity; secure your spot in advance, especially during peak travel times.
El Yunque National Forest Entry Permit/ReservationDay 3
Book 1 month ahead -- Entry to El Yunque often requires a timed entry reservation, especially for driving the main access road. These permits are released a month in advance and can sell out quickly.
Punta Mulas Lighthouse Access (if guided tour)Day 5
Book 1 week ahead -- If visiting requires a specific tour or organized access, booking a week in advance is advisable to ensure availability.
Mosquito Bay Bioluminescent Kayak TourDay 5
Book 3 weeks ahead -- Mosquito Bay tours are extremely popular and capacity is limited. Book well in advance as tours can sell out, especially on prime viewing nights around the new moon.
Jeep Rental (Vieques)Day 6
Book 1 month ahead -- Jeep rentals on Vieques are highly sought after due to limited supply, particularly for beach access. Book as soon as your travel dates are firm.
Part five
Before you go
Limited public transit; rental car recommended
Rent a car — public transit is limited outside San Juan.
- Carry a copy of your passport and leave the original in a secure place at your accommodation.
- Always keep your drink in view at bars or social gatherings to avoid drink spiking.
- Do not accept drinks from strangers, and always watch your drink being poured and handed to you directly.
- Leave all valuables at your accommodation or well-hidden when visiting remote beaches, especially on Vieques where petty crime can occur.
- Use caution when riding a bicycle around cities; roads are often narrow and can have potholes.
- When exploring areas like Old San Juan or Condado, take advantage of the visible, 24-hour police presence for any concerns.
- Withdraw cash at ATMs in larger towns like San Juan; ATMs in smaller areas, like Los Cobanos, may be scarce or non-existent.
- Factor in an extra charge of about 5% when paying with credit cards at some establishments, as this is a common practice.
0 / 32 packed
Note: Travel conditions, regulations, and local customs may change. We recommend verifying essential details — such as visa requirements, emergency contacts, and payment options — closer to your travel date.
Stay connected abroad
Get a local eSIM — no swapping physical SIMs
Visa & Entry Requirements
As a U.S. territory, Puerto Rico follows U.S. visa policies. U.S. citizens do not need a visa or passport for entry. For EU, UK, and Australian citizens, entry is typically visa-free under the Visa Waiver Program (ESTA required, 90-day maximum stay). Indian citizens require a U.S. visa. All non-U.S. citizens must hold a passport valid for at least six months beyond their intended stay.
SIM & Connectivity
SIM Options
📍 US mainland prior to travel, or official carrier stores in major cities like San Juan
Most hotels and hostels offer WiFi, though reliability can vary, especially outside major tourist zones. Cafes and restaurants in larger towns often provide free WiFi with a purchase.
Useful Apps
Cell service tends to be 3G with occasional dropped signals when you venture away from beach towns and into more remote areas. For international travelers, confirm roaming charges with your carrier; a local prepaid US SIM card may be a better value.
Electric Socket Guide(120V · 60Hz)
Socket Types
Two flat parallel pins (North America, Japan)
Two flat pins + round ground (North America)
Tipping Etiquette
18–20% (same as US mainland)
15–20%
$2–5 per bag
Safety & Travel Advisories
Check official government advisories for the latest safety information, entry requirements, and travel warnings before your trip.
Emergency Numbers
911
911
911
911 for all emergencies
Payments
Cash useful at smaller restaurants and fondas
Widely accepted
Common
USD is the currency. Cards accepted at most places.
As a U.S. territory, Puerto Rico adheres to U.S. visa requirements. U.S. citizens do not need a visa. Many nationalities, including those from the EU, UK, and Australia, can enter visa-free for up to 90 days under the Visa Waiver Program with an approved ESTA. Travelers from other countries, such as India, generally require a valid U.S. visa for entry. Check specific requirements based on your nationality.
For San Juan, taxis and ride-sharing apps like Uber are readily available. Public buses exist but can be slow. To explore outside San Juan, renting a car is highly recommended for flexibility, though roads can be narrow. For inter-island travel to Vieques or Culebra, ferries or small planes are your options.
Tourist areas in San Juan, like Old San Juan and Condado, are well-patrolled and generally safe for solo female travelers. Exercise common sense, especially at night or in less populated areas. Avoid walking alone in solitary places. Overall, applying general travel precautions makes for a safer experience.
The official currency of Puerto Rico is the United States Dollar (USD). You will use U.S. currency for all transactions. Credit cards are widely accepted, but it's always good to have some cash for smaller vendors or less touristy spots.
Yes, tipping is customary in Puerto Rico and follows U.S. standards. Plan to tip 15-20% for restaurant service, 15% for taxi drivers, and a few dollars for hotel staff. Tips are an expected part of the service industry wage.
Visit Puerto Rico between December and May for the most pleasant weather. This period features cooler, drier conditions and avoids the height of hurricane season. You'll find the weather ideal for exploring and beach activities, though it's also the peak tourist season with higher prices.
You should try mofongo (fried plantains mashed with garlic and pork cracklings), lechon (roast pork), and alcapurrias (fried fritters). Don't miss out on fresh seafood, especially if you visit coastal towns. Look for local eateries for authentic flavors.
You can reach Vieques or Culebra by ferry from Ceiba. Purchase tickets at the terminal or online in advance, especially during peak season. Alternatively, small commuter flights are available from San Juan's Isla Grande Airport (SIG) or Ceiba for a quicker, though more expensive, journey.
These 2 experiences didn't make it into this itinerary
A Hands-On Puerto Rican Culinary Workshop
e.g., Caribe Hilton San Juan Cooking Class, Rincon Culinary Experiences
A Local Puerto Rican Food Experience
e.g., El Quenepo, Bili Restaurant
Create Your Custom Version
Download this San Juan and Vieques, Puerto Rico itinerary — day-by-day plan, maps, budget, and more.
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