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Our First Day in Puerto Rico was Intense 🇵🇷 Old San Juan in 2026

19.4K views· 1,366 likes· 24:29· May 23, 2026

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Get your Holafly eSIM here: https://holafly.sjv.io/xJ2rQO    Use code DELIGHTFUL at checkout for 5% off general plans and 10% off subscription plans! After arriving in Puerto Rico from the Dominican Republic by ferry in our last video, it’s finally time for our first full day exploring Old San Juan! 🇵🇷 If you’re wondering how to spend one day in Old San Juan, what to see, the best things to do in Old San Juan, or planning your first trip to Puerto Rico, come explore with us! We spend the day wandering through the colourful streets of Viejo San Juan, admiring the beautiful colonial buildings, historic plazas, old city walls, fountains, and iconic blue cobblestone streets that make this one of the most beautiful cities in the Caribbean. In this video we explore some of the top sights in Old San Juan, Puerto Rico including: 📍 Castillo San Felipe del Morro (El Morro) – exploring the famous fort grounds and incredible ocean views 📍 The gorgeous historic streets and architecture of Old San Juan 📍 The stunning courtyard and building that houses the Museo de las Américas 📍 Lunch at local Puerto Rican favorite Meson Sandwiches 📍 Walking the old city walls, fountains, gates, and scenic viewpoints 📍 Visiting the famous neighborhood of La Perla and the Malecón area 📍 Exploring inside Castillo San Cristóbal, including the tunnels, fortress walls, and incredible views over San Juan We wrap up our day before heading into New San Juan / Condado the following day! If you’re planning a trip to Puerto Rico, looking for a Puerto Rico itinerary, or trying to decide what to do on your first day in San Juan, we hope this helps inspire your adventure! #PuertoRico #OldSanJuan #SanJuanPuertoRico #puertoricotravel 0:00 Welcome to Puerto Rico 0:41 Exploring Old San Juan 2:17 Castillo San Felipe del Morro 3:31 Such a Colourful City 5:15 Holafly Ad 6:20 Walking the Streets of Old San Juan 7:18 Lunch at El Meson 9:25 Epic Views 11:21 Markets and Boardwalks 15:38 La Perla 17:27 Castillo San Cristóbal 21:28 San Juan Beaches 23:05 Wrap Up ---------- ► SUPPORT US All and any support we receive helps us to travel more and upgrade our camera gear- meaning it helps us to create more and better quality content. ○ Become a Channel Member: https://www.youtube.com/delightfultravellers/join ○ Patreon: https://www.patreon.com/delightfultravellers ○ PayPal (Tip Jar): https://paypal.me/delightfultravellers ○ Our recommended Travel Insurance (SafetyWing): https://safetywing.com/?referenceID=24833897 ○ Our recommended VPN (Surfshark): https://get.surfshark.net/aff_c?offer_id=926&aff_id=34766 ○ Our recommended ESIM (Holafly): https://holafly.sjv.io/xJ2rQO ○ Our camera Gear: https://www.delightfultravellers.com/resources/gear ○ Shop “essential” packing items: https://www.delightfultravellers.com/resources/essential-travel-items ○ Travel resources/recommendations: https://www.delightfultravellers.com/resources/travel-resources ○ The Best Travel Credit Cards: https://www.delightfultravellers.com/resources/travel-credit-cards ---------- ► SHOP OUR STORE Get your very own Delightful Travellers merch!: https://teespring.com/stores/delightful-travellers ---------- ► SUBSCRIBE! - http://bit.ly/1M4etCO ---------- ► FOLLOW US ○ Instagram: https://www.instagram.com/delightfultravellers/ ○ Facebook: https://www.facebook.com/delightfultravellers/ ○ Newsletter: https://bit.ly/2QgKRbK ○ Website: https://www.delightfultravellers.com ---------- ► GET MUSIC FOR YOUR VIDEOS ○ Epidemic Sound (30 day free trial): https://www.epidemicsound.com/referral/ucwehk/ ---------- ► OUR GEAR ○ Full list: https://www.delightfultravellers.com/resources/gear ○ Main Camera (DJI Osmo Pocket 3): https://amzn.to/4mmnxZw ○ Drone: https://amzn.to/4fkql77 ○ Hard Drive: https://amzn.to/4m2Gnp1 ○ SD Card: https://amzn.to/4ontQhk ---------- ► ABOUT US We’re Anna and Trevor, a Canadian couple travelling the world full-time. We share real-time travel experiences, local food, and honest tips about destinations around the globe. From tropical beaches to vibrant cities, we’re all about discovering beautiful places and sharing them with you. ---------- ► CONTACT US ○ Email: delightfultravellers@gmail.com

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