14-Day Thailand and Taiwan Itinerary: Bangkok, Chiang Mai, Phuket to Taipei & Taroko (2025-12-20 to 2026-01-02)

Bangkok, Thailand · Saturday, December 20, 2025

Arrival in Bangkok — Temples and Street Food Introduction

Morning:

After settling into your hotel, ease into Bangkok with a relaxed walk through the leafy grounds of Lumphini Park, where you can watch locals practicing tai chi and take in skyline views; grab a coconut or Thai iced tea from a nearby vendor. Follow this with a visit to the tranquil Erawan Shrine area for a brief cultural experience and then sample lunch-style street bites at the nearby Ratchaprasong food stalls—think khao mun gai (chicken rice) and som tam—to fuel the rest of your first-day explorations.

Afternoon:

Head to the riverside and take a leisurely long-tail boat ride along the Chao Phraya to visit the stunning Wat Arun’s riverside silhouette and explore the nearby Museum of Siam for a quick cultural primer; pause for iced Thai coffee at a café on Phra Athit Road. As evening approaches, wander through the lively Khao San Road area for vibrant street food stalls—try pad thai from a charcoal wok and mango sticky rice—while soaking up the backpacker buzz and planning an early night to recover from travel.

Evening:

As the sun sets, head to the riverside Asiatique The Riverfront for dinner where you can ride the Ferris wheel for city views and choose from riverside seafood stalls or sit-down Thai eateries; don't miss trying tom yum soup or grilled prawns at one of the open-air restaurants. After dinner, wander through the lively Talad Neon night market for local snacks, quirky souvenirs and a rooftop bar for a nightcap before returning to your hotel to rest and prepare for a full day of sightseeing tomorrow.

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Bangkok, Thailand · Sunday, December 21, 2025

Bangkok Sights — Grand Palace, Wat Pho, Chao Phraya River Cruise

Morning:

Start early with a guided visit to the Grand Palace to admire the Emerald Buddha and ornate royal murals before the crowds peak, then walk a short distance to explore the historic Wat Pho campus, where you can see the Reclining Buddha and book a traditional Thai massage at the temple’s renowned massage school. Afterward, stroll to the nearby Tha Tien pier for a quick riverside snack—try kua gai (Thai fried rice) from a boat vendor—and catch a mid-morning public river ferry to continue your Chao Phraya explorations.

Afternoon:

After the mid-morning temple visits, catch a tuk-tuk or Grab to the Bangkok National Museum to deepen your understanding of Thai history and royal art, then wander through the nearby Tha Chang market for seasonal fruits and traditional sweets like khanom krok. Later, board an afternoon dinner-cruise on a restored rice barge from River City Pier to glide past illuminated riverside landmarks while enjoying a set menu of classic Thai dishes and live traditional music, a relaxed way to transition into the evening’s market and nightlife explorations.

Evening:

As twilight falls, head to Chinatown (Yaowarat) for a sensory feast—sample peppery oyster omelette at Nai Mong Hoi Thod, crispy roasted duck from a family stall, and mango sticky rice from a sidewalk vendor while weaving through neon-lit alleys. After dinner, climb to the rooftop bar at Hotel Royal Bangkok (Saranrom Park side) or the nearby Sky View 360 for panoramic views of the Chao Phraya and the city lights, then stroll along the illuminated Phra Sumen Fort and its riverside promenade to close out the day.

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Bangkok → Ayutthaya (from Bangkok)
Ayutthaya (from Bangkok), Thailand · Monday, December 22, 2025

Day Trip to Ayutthaya — Historic Temples and Ruins

Morning:

Catch an early train or private minivan from Bangkok to Ayutthaya and start at Wat Phra Si Sanphet to admire its royal chedis and imagine the old capital’s grandeur, then cycle along the riverfront to Wat Mahathat to see the famous Buddha head entwined in tree roots. Pause for a riverside brunch of grilled river prawns and khao niew at a local cafe near the Chao Phraya, then continue to the atmospheric Buddha ruins of Wat Ratchaburana for a short climb into its restored prang and views across the archaeological park.

Afternoon:

After your riverside brunch, head to Wat Chaiwatthanaram to wander its Khmer-style prangs and catch the warm afternoon light on the ruins, then take a short tuk-tuk ride to Bang Pa-In Royal Palace to stroll the manicured gardens, gilded pavilions and lakeside pavilions that contrast with Ayutthaya’s ancient temples. Finish with a relaxed sunset boat tour around the island loop—watch riverside villages drift by and stop at a local riverside café for iced cha-nom yen and freshly grilled fish before returning to Bangkok.

Evening:

As dusk settles, head to the riverside Ayothaya Floating Market for a relaxed stroll through wooden stalls and sample boat-side snacks like roti sai mai (Thai cotton candy) and freshly grilled squid while watching locals shop. Finish with a calm sunset cruise from Chao Phraya River pier past ancient temple silhouettes, then enjoy a riverside dinner at Baan Thai Cuisine or Malakor Kitchen—both offer classic Isan and central Thai dishes in a setting that gently transitions you back toward Bangkok.

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Ayutthaya (from Bangkok) → Chiang Mai
Chiang Mai, Thailand · Tuesday, December 23, 2025

Fly to Chiang Mai — Old City Temples & Night Market

Morning:

After a short morning flight from Bangkok, settle into your hotel then head straight to the Old City to explore Wat Phra Singh’s elegant Lanna murals and the nearby Wat Chedi Luang to admire its ancient chedi and monk-lined courtyards; pause for a spicy khao soi lunch at a beloved local spot like Khao Soi Khun Yai. Spend late morning wandering the Sunday Market lanes (if timing aligns) or browsing Chiang Mai’s artisan shops around Ratchadamnoen Road, and treat yourself to a refreshing Thai iced tea at a riverside café before an afternoon of deeper cultural experiences.

Afternoon:

After lunch, head up the gentle slopes to Doi Suthep’s lower viewpoints for a quieter introduction before continuing to the temple complex by cable car or a short tuk-tuk ride to admire the gilded terrace and city vistas; stop at the nearby Hmong Hilltribe Market to browse handmade textiles and silverwork. Later, descend to the Nimmanhaemin neighborhood to walk boutique-lined Soi 1 and 3, sip single-origin coffee at a specialty café like Ristr8to, and sample northern snacks such as sai ua sausages at a sidewalk vendor before returning to the Old City for tonight’s market.

Evening:

As dusk falls, wander through the atmospheric Chiang Mai Gate area to sample local khanom jeen noodles and northern-style grilled skewers at the bustling food stalls, then stroll to the nearby Sunday Walking Street (if operating) or the smaller Saturday Night Market along Wua Lai for handmade handicrafts and lacquerware. Finish with a soothing herbal foot massage at a respected local spa such as Fah Lanna or Zensation, followed by rooftop drinks at a relaxed bar on Ratchadamnoen Road to take in the Old City lights before turning in.

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Chiang Mai, Thailand · Wednesday, December 24, 2025

Elephant Sanctuary or Doi Suthep and Cultural Experiences

Morning:

Choose a mindful morning at an ethical elephant sanctuary like Elephant Nature Park to feed rescued elephants, help prepare their food, and observe them bathing in the river from a safe distance, followed by a simple vegetarian lunch on-site; alternatively, head to Doi Suthep-Pui National Park to hike the Monk’s Trail up to a lesser-visited viewpoint and visit the tranquil Bhubing Palace gardens for seasonal blooms and a glimpse into royal horticulture.

Afternoon:

Spend the afternoon exploring the artisanal heart of Chiang Mai by visiting the Baan Tawai Village to browse woodcarving studios and meet local artisans, then head to the nearby San Kamphaeng Handicraft Centre to watch silk-weaving demonstrations and pick up a handcrafted scarf. Finish with a visit to the serene Wat Umong forest temple for a contemplative stroll among ancient tunnels and meditation gardens before returning to town to sample northern herbal dishes at Huen Phen.

Evening:

Conclude your day with a lively visit to the Saturday Night Market on Wua Lai Road (or the smaller Chang Phueak Gate market if you prefer fewer crowds) to sample northern treats like sai krok Isan and kanom krok from stall vendors, shop lacquerware and silver jewelry from local artisans, and catch impromptu street performances. Afterwards, unwind with a traditional Lanna dinner at the atmospheric Khao by Four Seasons or the riverside Riverside Bar & Restaurant, then enjoy a quiet late-evening stroll along the Ping River promenade to watch lantern-lit boats drift by before returning to your hotel.

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Chiang Mai → Phuket (or Krabi)
Phuket (or Krabi), Thailand · Thursday, December 25, 2025

Fly to Phuket or Krabi — Beach Arrival and Sunset

Morning:

Arrive mid-morning and head straight to Kata Beach (Phuket) or Ao Nang Beach (Krabi) to shake off travel—rent a paddleboard or join a guided snorkel trip to nearby coral outcrops for an active, refreshing start. After saltwater time, refuel with a seaside lunch of freshly grilled snapper and papaya salad at a beachfront shack like Mom Tri’s Kitchen (Kata) or Lae Lay Grill (Ao Nang), then wander local markets to pick up tropical fruit and handcrafted sarongs before checking into your hotel and preparing for an evening sunset viewpoint visit.

Afternoon:

After a relaxed beachfront lunch, take a short boat transfer to explore nearby coves—if in Phuket, visit Freedom Beach for snorkeling among calm reefs and shaded palms; if in Krabi, paddle to Phra Nang Cave Beach and wander the dramatic limestone shorelines. Later, unwind with a visit to a seaside spa for a traditional Thai massage (try Oasis Spa Phuket or the Krabi Hot Spring Spa) before heading to a cliffside bar like Promthep Cape viewpoint café (Phuket) or Railay’s Sunset Bar to watch an unforgettable golden-hour panorama.

Evening:

For dinner, head to a lively beachfront eatery—try Kan Eang@Pier (Phuket) or Lae Lay Grill (Krabi) for fresh seafood paired with cold Singha—and linger as the sky fades to amber. Afterward, join a local long-tail boat sunset cruise from Chalong Bay or Ao Nang to watch limestone karsts silhouette against the horizon, then finish with craft cocktails at a nearby seaside bar such as The Boathouse Patio (Phuket) or The Last Fisherman (Krabi) before returning to your hotel.

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Phuket (or Krabi) → Phuket/Krabi region
Phuket/Krabi region, Thailand · Friday, December 26, 2025

Island Hopping — Phi Phi or Phang Nga Bay Excursion

Morning:

Board an early longtail or speedboat from your hotel pier for a day of island hopping—choose the Phi Phi route to snorkel at Maya Bay’s clear shallows and explore Monkey Beach, or opt for Phang Nga Bay to kayak through sea caves and paddle around the emerald lagoons of Hong Island. Break for a beachside brunch on a sandbar with fresh grilled seafood and tropical fruit, then stroll the powdery sand at Bamboo Island or relax in a shaded hammock while guides prepare for the midday boat transfers to other hidden coves.

Afternoon:

After your midday boat hops, glide toward lesser-visited coves like Nui Bay (Phi Phi) or Koh Panyee’s floating village (Phang Nga) to snorkel over vibrant coral gardens and swim with schools of tropical fish; stop for a beachfront lunch of grilled squid and som tam served on Ko Yung’s sandbar. Later, explore sea caves by kayak around limestone karsts near Si Lao or Hong Island, then relax on a quiet stretch of sand while sipping fresh coconut water and watching local longtail boats come and go—perfect prep for an evening back on the mainland.

Evening:

Return to the mainland and head to the lively Fisherman’s Village in Bophut (Phuket) or the Ao Nang beachfront promenade (Krabi) for a sunset seafood dinner—sample chili crab or a tom kha gai variation at a waterfront restaurant like The Wharf or Gecko Cabane. After dinner, wander a local night market (try Bophut Night Market or Ao Nang Night Market) for grilled street snacks and handcrafted souvenirs, then finish with a laid-back drink at a beachfront bar playing live acoustic music to cap a day of sea and sand.

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Phuket/Krabi region → Phuket (or Krabi) → Bangkok
Phuket (or Krabi) → Bangkok, Thailand · Saturday, December 27, 2025

Relaxed Beach Day and Travel to Bangkok for International Flight

Morning:

Enjoy a slow morning wandering the soft sands of Karon Beach (Phuket) or Tonsai Beach (Railay, Krabi), renting a sun lounger and snorkeling set to explore nearby reef flats while sipping freshly cut pineapple from a beach vendor; pause for a late breakfast of grilled mackerel and rice at a seaside café such as Red Duck (Karon) or The Grotto (Rayavadee area). After some last beach-time, stroll local markets—visit Karon Temple Market or Ao Nang Walking Street stalls—to pick up sarongs and smoked seafood snacks before returning to your hotel to pack and transfer to the airport for your flight to Bangkok.

Afternoon:

Spend a lazy afternoon exploring the sheltered coves of Kamala Beach (Phuket) or Railay West (Krabi) — rent a kayak to paddle into quiet limestone inlets or snorkel the shallow reefs near Coral Island (from Phuket) or Phra Nang’s hidden pools; pause for a seaside lunch of grilled king prawns and mango salad at a laid-back beachfront café like Cafe del Mar Phuket or Railay Garden Restaurant. Later, stop at a local spa for a quick foot-and-shoulders Thai massage to unwind, then collect last-minute souvenirs at a nearby artisan stall (Kamala Market or Railay Village shops) before heading to the airport shuttle for your evening flight to Bangkok.

Evening:

After checking out, enjoy a final seaside dinner at a low-key waterfront spot—try Suay Restaurant (Phuket) or The Last Fisherman (Krabi)—where you can savor a spicy seafood curry and a cold drink while watching the sun slip behind limestone cliffs. Then transfer to the airport with time to spare, stopping at a roadside stall for mango sticky rice to-go, and arrive at Bangkok’s international terminal relaxed and ready for your evening flight.

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Phuket (or Krabi) → Bangkok → Taipei
Taipei, Taiwan · Sunday, December 28, 2025

Fly to Taipei — Night Markets and Ximending Stroll

Morning:

Arrive in Taipei and take the MRT or airport express to the city, drop bags at your hotel, then begin with a gentle introduction to Taiwanese flavors at Yongkang Street—sip a silky soy milk at a local breakfast stall and try a danbing (egg crepe) or gua bao from a neighborhood vendor. Afterward, stroll through the nearby Taipei Botanical Garden to stretch your legs and watch birdlife, then visit the small but atmospheric National Taiwan Museum for a quick cultural primer before lunch, keeping the pace easy after your international flight.

Afternoon:

After a relaxed morning, head to the Chiang Kai-shek Memorial Hall plaza to watch the changing of the guards and wander its landscaped gardens, then hop on the MRT to Daan District for a late-afternoon tea break at a specialty bubble-tea shop like Tiger Sugar or a serene third-wave café such as Fika Fika Coffee. Continue with a stroll through the nearby Tonghua Night Market area to sample local street snacks—try pepper buns (hu jiao bing) and oyster mee sua—before returning to Ximending in time for evening neon and live street performances.

Evening:

As night falls, head to Raohe Street Night Market to sample pepper buns fresh from the charcoal oven, bubble tea stalls, and grilled squid while weaving between food vendors and lucky-shop booths; finish with a slice of pineapple cake from a nearby bakery for a sweet souvenir. Afterwards, stroll through the neon-lit lanes of Ximending to catch street performances, browse indie fashion boutiques and retro arcades, and settle for late-night Taiwanese fried chicken at a popular stall before returning to your hotel to rest for tomorrow’s Taipei highlights.

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Taipei, Taiwan · Monday, December 29, 2025

Taipei Highlights — Chiang Kai-shek Memorial, Longshan Temple, Taipei 101

Morning:

Begin your day with breakfast at a cozy local spot on Yongkang Street—try a bowl of warm soy milk and a scallion pancake—then walk to the nearby Huashan 1914 Creative Park to browse design shops, galleries and morning pop-up markets showcasing Taiwanese artisans. From there, take a short MRT ride to the Songshan Cultural and Creative Park for a relaxed stroll through exhibition halls and craft studios, finishing with a cup of artisan coffee and a light pineapple taro pastry before heading to the afternoon’s historic sights.

Afternoon:

After a leisurely morning, wander the historic Bopiliao Old Street to admire restored Qing-era architecture and pop into small museums and craft shops, then walk to the nearby Huaxi Street (Snake Alley) area to sample traditional medicinal teas and try a local bowl of Taiwanese braised pork rice at a family-run stall. In the late afternoon, take the MRT to Elephant Mountain for a short, well-marked hike up its steps to catch sweeping city and Taipei 101 views in the golden hour before descending to Din Tai Fung on Xinyi Road for an early dinner of xiaolongbao and vegetable steamed dumplings.

Evening:

As night falls, explore the lively Ningxia Night Market to taste local favorites—try oyster omelette, pepper pork buns, and a shaved-ice dessert topped with mango—while weaving between bustling stalls and neon signs. Afterwards, stroll along the nearby Keelung River promenade toward the Miramar Entertainment Park area to ride the Miramar Ferris Wheel for glittering city panoramas, then cap the night with a craft beer at a cozy Taipei gastropub such as Zhangmen Brewing to reflect on the day's highlights.

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Taipei → Jiufen / Shifen (from Taipei)
Jiufen / Shifen (from Taipei), Taiwan · Tuesday, December 30, 2025

Day Trip to Jiufen & Shifen — Old Streets and Waterfall/ Lantern Release

Morning:

Leave Taipei after an early breakfast and take the local train or a guided minivan to the northeast coast, beginning with a stroll through Jiufen Old Street where you can sip oolong tea at A-Mei Tea House, sample taro balls from a family stall, and peek into narrow alleyway shops selling hand-painted lanterns and Hakka snacks. Continue down the mountain to the coastal town of Jinguashi to explore the Gold Ecological Park’s historic mine tunnels and small museum for a quick geology-and-history primer before heading toward Shifen for the afternoon’s waterfall and lantern release.

Afternoon:

From Jinguashi, head down to Shifen Old Street to wander the railway-lined market—sample Taiwanese mochi and peanut ice cream while watching trains glide past—and then walk the short trail to Shifen Waterfall to admire the broad curtain of water and take panoramic photos. As late afternoon light softens, join a lantern-release station in Shifen where you can write wishes on a sky lantern, light it safely with a vendor’s help, and watch dozens drift above the valley, a poignant way to close the day before returning to Taipei.

Evening:

As dusk deepens, head to the nearby Nanya Rock Formations for a short coastal stroll to watch dramatic basalt cliffs catch the sunset, then dine at a seaside bento stall or the family-run A-Liang Seafood for grilled squid and clam soup with ocean views. After dinner, return to Jiufen’s quieter tea houses—try a tasting flight at Jiufen Teahouse 18:00—to savor oolong under lantern glow, then wander the lesser-known Qingbian Road stairs for peaceful night vistas before boarding the shuttle back to Taipei.

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Jiufen / Shifen (from Taipei) → Hualien / Taroko Gorge (or Sun Moon Lake)
Hualien / Taroko Gorge (or Sun Moon Lake), Taiwan · Wednesday, December 31, 2025

Taroko Gorge Excursion (Overnight in Hualien) or Sun Moon Lake Option

Morning:

Catch an early train to Hualien and head straight into Taroko National Park for a guided walk through the Shakadang Trail—crystal-clear river pools, marble cliffs and cliffside tea stops at a local vendor make for an immersive intro to the gorge. After the hike, visit the elegant Eternal Spring Shrine and then take the short drive to Swallow Grotto to peer into dramatic tunnels and viewing platforms before a riverside bento lunch at a café near the park entrance.

Afternoon:

Continue deeper into Taroko by driving (or joining a local minivan tour) to the Tianxiang area to visit the peaceful Buluowan boardwalk and sample mountain-grown oolong at a riverside tea house, then walk the short, scenic Baiyang Trail to the Water Curtain Cave for a refreshing spray and photo ops. Later, stop at the Cimu Bridge viewpoint to watch the Liwu River carve the marble cliffs and finish the afternoon with a visit to a local aboriginal craft stall in Hualien City to pick up handwoven textiles before checking into your Hualien guesthouse.

Evening:

As dusk falls, drive to the coastal Qixingtan Beach for a peaceful seaside stroll and watch the Pacific sunset while sampling grilled squid from nearby food stalls; afterward, return to Hualien City to dine on local-style mifen (rice vermicelli) at a beloved spot like Gongzheng Baozi’s neighborhood eateries. Finish the night with a visit to the lively Hualien Night Market to taste fried mountain vegetables, sweet taro balls and pineapple cake, then settle into a cozy guesthouse near the railway for an early start tomorrow.

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Hualien / Taroko Gorge (or Sun Moon Lake) → Taipei
Taipei, Taiwan · Thursday, January 1, 2026

Return to Taipei — Museums, Local Eats, and New Year Leisure

Morning:

Ease back into Taipei with a slow morning at the Songshan Cultural Park’s weekend craft market to browse contemporary Taiwanese design and pick up a handmade souvenir, then walk to the nearby Raohe Riverside Park for a riverside coffee at a stall and people-watching along the bike path. Continue with a visit to the Miniatures Museum of Taiwan for a whimsical hour among intricate dioramas, followed by a relaxed brunch of soy-braised pork rice and scallion pancakes at the neighborhood favorite, Jin Feng Braised Pork Rice.

Afternoon:

Walk from Songshan toward the National Palace Museum to spend a leisurely afternoon admiring its world-class jade and porcelain collection, then continue to the nearby Shung Ye Museum of Formosan Aborigines for insight into Taiwan’s indigenous cultures. Finish with a relaxed tea tasting at the charming Linhua Tea House in Beitou and a soak at the public Beitou Hot Spring Park to soothe tired legs after your Taroko excursion and welcome the New Year with gentle local rituals.

Evening:

Celebrate the first evening of the year with a leisurely stroll through the historic Dadaocheng neighborhood—browse indie tea shops like Oolong Spot and sample hand-rolled tea at a tasting session—then dine at the nearby Ningxia-style bistro, MUME-adjacent small-plates spots, or enjoy a riverside seafood feast at Dadaocheng Wharf’s pop-up stalls. After dinner, catch live local music or jazz at Brown Sugar Live House or a cozy speakeasy in the area, and finish with a quiet nightcap on a rooftop terrace overlooking the city lights to reflect on your Taroko memories and the journey ahead.

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Taipei, Taiwan · Friday, January 2, 2026

Departure from Taipei — Last-minute Shopping and Airport Transfer

Morning:

Spend your final morning picking up last-minute edible souvenirs and specialty teas at the boutique stalls of Taipei’s Guanghua Digital Plaza’s nearby food alley and the compact Yongkang Street markets, where you can pack pineapple cakes from Chia Te and a few hand-roasted oolong blends. After a leisurely Taiwanese breakfast of soy milk and dan bing at a neighborhood stall, take a short taxi to the Songshan Airport MRT station (or the Taoyuan Airport MRT depending on your flight) with time to browse duty-free artisan snacks and secure a smooth check-in for your departure.

Afternoon:

Spend a relaxed afternoon hunting last-minute foodie souvenirs and artisanal gifts at the Guangfu Business District’s boutique food alleys and the specialty shops inside the Breeze Center—pick up hand-packed oolong at Wisteria Tea House and artisanal nougat from SunnyHills—then enjoy a final leisurely lunch of gua bao and lu rou fan at a nearby beloved bistro like Yong Kang Beef Noodle. After lunch, stroll the tree-lined lanes of the Zhongxiao Dunhua neighborhood to visit a design-focused stationery shop (such as Owrks) for small gifts, then return to your hotel to double-check luggage and arrange the Taoyuan Airport Express or a booked Grab for a timely transfer to the airport.

Evening:

For a relaxed final evening, wander the boutique-lined Dadaocheng Wharf area to pick up artisanal tea blends at Oolong Spot and handmade pineapple cake boxes at a riverside pop-up before sitting down for a comforting bento-style dinner at Addiction Aquatic Development’s sister stall in the nearby Ximending night-food lane. Finish with a short stroll across the historic Twatutia Old Street to admire lantern-lit facades and sip a final cup of hot oolong at a tiny tea house, then return to your hotel to collect luggage and catch your pre-booked Taoyuan Airport transfer.

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