Inspiration for your own tailor-made trip

Istanbul to Mexico City
The Ultimate City Adventure Across Three Continents

Istanbul - Bangkok - Tokyo - San Francisco – Mexico City

Starting from between £7,200 to £9,600 per person for 24 days depending on the time of year, type of accomodation and activities

Itinerary Highlights

  • Sample local delicacies in Istanbul’s foodie neighbourhoods.
  • Explore Bangkok by night with a local guide.
  • Meet a green tea specialist in Tokyo.
  • Cycle across San Francisco’s Golden Gate Bridge.
  • Scream your heart out at a lucha libre Mexican wrestling match.

Taking you across three continents and five countries, this trip plunges you into the heart of some of the world’s most exciting cities. With local guides (plus plenty of time to explore solo), you’ll quickly adjust to the rhythm of each destination on this ultimate 24-day city break.

It begins in Istanbul, with Europe on one side and Asia on the other. Full of history and fabulous flavours, this city is best understood through its food. A food tour and baklava tasting will set you on the right track before you’re let loose in this incredible metropolis to learn the secrets of Ancient Byzantium. Then it’s on to Bangkok, where days are spent visiting ornate temples, and nights bring delicious street food, drinks with locals and sparkling city lights. Across the China Sea, Tokyo is your next stop, the Eastern capital that certainly lives up to its name. This megalopolis has many layers, a mosaic of neighbourhoods, worlds and eras. A meeting with a green tea specialist will help you to get in touch with the Japanese way of life. It’s then time to leave Asia behind and dive headfirst into one of California’s most iconic cities: San Francisco. A local guide will introduce you to its most vibrant neighbourhoods before you set off cycling across the Golden Gate Bridge and spotting sea lions at Fisherman’s Wharf. Mexico City is your final stop, and it’s a corker. Bustling in every sense of the word, this vast city is full of history and brimming with culture, from art to sports and everything in between. In every destination, you’ll have the details of our local Concierge who are always on hand to book intimate dinners, recommend local spots, and make your trip that extra bit special.
Cooking class - Turkey © Amina Filkins/Pexels
Cooking class - Turkey © Amina Filkins/Pexels
Cooking class - Istanbul - Turkey © Meruyert Gonullu/Pexels
Cooking class - Istanbul - Turkey © Meruyert Gonullu/Pexels
Istanbul - Turkey © Gabrielle Chavant
Istanbul - Turkey © Gabrielle Chavant
Blue Mosque - Istanbul - Turkey © Dagmar SCHWELLE/LAIF-REA
Blue Mosque - Istanbul - Turkey © Dagmar SCHWELLE/LAIF-REA
Wat Pho - Bangkok - Thailand © Pierre BESSARD/REA
Wat Pho - Bangkok - Thailand © Pierre BESSARD/REA
Thailand © Martin Westlake/Gallery Stock
Thailand © Martin Westlake/Gallery Stock
Thailand © Anna Salvador
Thailand © Anna Salvador
Tokyo © Austin Curtis/Unsplash
Tokyo © Austin Curtis/Unsplash
Tokyo - Japan © Paola+Murray/Gallery Stock
Tokyo - Japan © Paola+Murray/Gallery Stock
San Francisco - USA © Oleg Podzorov/stock.adobe.com
San Francisco - USA © Oleg Podzorov/stock.adobe.com
San Francisco - USA © Cecilia Renard
San Francisco - USA © Cecilia Renard
Brunch - San Francisco © Faustine Poidevin-Gros
Brunch - San Francisco © Faustine Poidevin-Gros
Mexico © Grana B&B
Mexico © Grana B&B
Mexico City - Mexico © Alix Pardo
Mexico City - Mexico © Alix Pardo
Cocktail - Mexico © Claude Piche/Unsplash
Cocktail - Mexico © Claude Piche/Unsplash
Mexico City - Mexico © Alix Pardo
Mexico City - Mexico © Alix Pardo
Mexico © Paola + Murray / Gallery Stock
Mexico © Paola + Murray / Gallery Stock
Mexico City - Mexico © Alix Pardo
Mexico City - Mexico © Alix Pardo
Mexico © Experimental Group
Mexico © Experimental Group

Itinerary

100% customisable for you

DAY 1 Flight to Istanbul

This 24-day trip to some of the world’s most fascinating cities begins with a flight to Istanbul, which takes around four hours. When you land, you’ll be privately transferred to the Fatih district, the historic heart of the city. You’ll spend five nights here in a beautiful hotel with a restaurant and spa. On the roof, spot the Hagia Sophia and the Blue Mosque as you toast to the start of your adventure.

Türkiye is known for its incredible food, and today you’ll sample it for yourself during a food walking tour through two vibrant neighbourhoods that represent two facets of Istanbul’s food culture: European and Asian. The first is Besiktas, an animated district full of families and students. Its streets are lined with bars, restaurants and terraces where you’ll enjoy some local specialities. It’s then on to Üsküdar, on the other side of the Bosphorus. A boat trip serves as a transition to this other world: older, somewhat conservative, and home to a market teeming with crowds in search of incredible flavours. You’ll take this tour with a private guide who will help you make the most of the city and its dishes. If you’re less interested in the food side of things, we can also arrange for you to explore the city in the company of a local, focussing on different aspects of Istanbul’s culture.

It’s time to indulge again today as you head out to try some of the city’s best baklava. The Güllüoglu dessert shop is a true institution of the country, located in the Karaköy district and founded in 1820 by Haci Mehmed Gullu. This family business specialises in baklava, passing their recipes down from generation to generation. Tuck into these sweet treats of nuts and filo pastry soaked in honey, and wash them down with a steaming cup of tea – Turkish style. If you’re interested in trying even more local specialities, we can arrange for you to have dinner in the home of a local resident this evening.

From the chic banks of the Bosphorus to the bustle of Taksim, Istanbul is a city for getting lost, for discovering a rich history and a vibrant present. Ancient Byzantium, which became Constantinople and eventually Istanbul, is full of magnificent monuments: Topkapi Palace, the Süleymaniye Mosque, Dolmabahçe Palace and the immense Basilica Cistern. During a hop-on, hop-off cruise on the Bosphorus, let yourself be guided by instinct as far as the Princes' Islands or the Golden Horn, in the Galata district, where you can take in the incredible sunset. If you really want to soak up the atmosphere of the city, there’s nothing like the fragrant maze of the Grand Bazaar, the Egyptian Bazaar or the streets of the Ortaköy district. As you stroll, enjoy a cup of traditional tea, a spicy skewer or a handful of olives, opening all your senses to this nostalgic yet cosmopolitan city. Istanbul is a real paradox and you’ll have two full days to explore at your own pace.

It’s time to trade one capital city for another. Today, you’ll be privately transferred to the airport where you’ll board your nine-and-a-half-hour flight to Bangkok. When you land, we’ll whisk you away by private transfer to the city’s Chinatown district, where you’ll spend the next five nights in a hotel that evokes the glamorous culture of 1930s Shanghai. Expect lavish décor, a supremely comfortable bedroom and a fabulous restaurant.

In the company of a knowledgeable private guide, you’ll discover the Grand Palace and the great temples of Bangkok today. Located on the eastern bank of the Chao Phraya River, The Grand Palace still houses the royal residence, several government offices and, above all, Wat Phra Keaw: the Temple of the Emerald Buddha. With exceptional architecture and a world-famous statue, it’s no wonder this site is so popular. To the south of the complex is Wat Pho, the largest and oldest temple in Thailand which houses a large reclining Buddha (150ft long, 50ft high) entirely covered in gold leaf. These structures are truly the heart of the country’s spirituality, and a chance to connect with this side of the country’s culture.

There are plenty of things to fill your days with in Bangkok, from cooking classes and shopping to trips to local markets. But to really get your finger on the pulse of this metropolis, you need to see it at night, when the sun’s rays give way to city lights, and it comes alive to reveal a completely different side of itself. This evening, we’ll arrange for you to explore Bangkok by night with a local. Wander its streets to discover lesser-known neighbourhoods, night markets and, of course, incredible street food, and gain a fascinating insight into local life in this vast and diverse city. Nothing is decided in advance, so your guide will tailor your visit to what you’d most like to see and do. Rooftop cocktail, anyone?

This bustling megacity of over ten million inhabitants is the nerve centre of the Thai kingdom. Commotion is everywhere: in the aisles of the markets (floating and regular); on the wide roads teeming with tuk-tuks; and on the Chao Phraya river, full of long-tail boats. But the capital also conceals a few pockets of peace and serenity, for example in the popular scrap metal district of Talat Noi, on the canals lined with over-water houses known as khlongs, in temples and pagodas, and in the stalls of the Pak Khlong Talat flower market. It would take a lifetime to explore every corner of the capital, but these two days are a good place to start.

Your exploration of Asia continues today with a six-hour flight to Tokyo. We’ll transfer you to the airport in Bangkok, but when you land in the Japanese capital, you’ll make use of the efficient local public transport network to reach your hotel. For the next four nights, you’ll stay in the Shinbashi district, in a luxury hotel with a splendid view of the city. There are plenty of restaurants to choose from here, so after you’ve settled in, simply take your pick and dig in.

All over the world, we have a network of enthusiastic locals who are eager to show off their city in a new light. Tokyo is no exception. Today, in the company of your local guide, you’ll take a tour of the city that’s tailored to the things you’re most interested in. Passionate about manga? They’ll take you to the places that inspired the authors. Interested in the city’s culinary scene? They know all the best spots. Your guide is inexhaustible and full of passion and knowledge, so be sure to take advantage of this on your first full day in this exciting city.

We’ll arrange for you to meet a green tea specialist today. As the most consumed drink in the country, this beverage is an integral part of Japanese culture. You’ll learn more about green tea from an expert who has obtained the sacrosanct Japanese tea instructor diploma. They’ll share their passion and knowledge with you, from production methods to preparation – without forgetting tasting, of course. The rest of the day is then yours to spend at your leisure. If you like, we can make you a reservation at an exclusive seven-seat restaurant specialising in seafood.

From traditional streets where the spirit of the samurai lives on to futuristic districts where skyscrapers kiss the clouds, Tokyo certainly lives up to its name as the Eastern Capital. Beyond its obvious contrasts, the city is full of subtleties and surprises that are yours to discover on your final day here.

There are endless things to get stuck into, but here are some of our top recommendations: visit the Senso-ji temple in Asakusa; admire the stylistic sensibilities of Shinjuku’s punkettes, Harajuku’s lolitas, and Naka-Meguro’s hipsters; get up early to visit the Tsukiji fish market; savour some fresh sushi; admire the works of contemporary Asian artists at the Mori Art Museum in Roppongi Hills; treat yourself to a manga portrait in a Purikura photo booth; tuck into ramen in a street canteen; admire the city from the 51st floor of Tokyo Sky View; stroll through the garden of the Meiji-jingu Shinto shrine; go shopping in the Omotesando district; curl up on a sofa with a cup of tea surrounded by cats at Neko Café; spend the evening singing your heart out at a karaoke bar in Shibuya.

From one continent to another, today you’ll head back to the airport where you’ll board your nine-hour flight to San Francisco. When you land, head to the iconic Fisherman's Wharf district, which can be reached by public transport. You’ll spend four nights here not far from Ghirardelli Square, Pier 39 and Hyde Street Pier. Be sure to take some time today to soak up the view of San Francisco Bay.

We’ll arrange for you to explore the city’s vibrant Castro and Mission districts today in the company of a local guide. The first was one of the first gay neighbourhoods in the United States, while the second is home to a large Latina community. The Victorian houses that line the streets up to Dolores Park, the famous ‘Maison Bleue’ of Maxime Le Forestier, the city’s first openly gay bar, the magnificent Castro Theater and Harvey Milk’s Castro Camera: all this and more can be included on the itinerary. As always, you set the pace and everything is tailored to suit you.

We’ve left today free for you to spend as you please – we recommend taking a walk around the Seven Hills of San Francisco. The City by the Bay actually has over 40 hills, but the name refers to seven historic hillsides, beginning with Nob Hill, which has been a hub for wealthy families since the 19th century. Russian Hill, its neighbour, is not to be outdone. Beyond the attractive buildings and beautiful views, this neighbourhood is home to Lombard Street, the most crooked street in the US. Further on, a cable car descends the hill to Fisherman’s Wharf, where you can end your day watching sea lions lazing on the decks.

We’ll also give you access to bikes and cycling accessories, so you can journey from the Golden Gate Bridge to the town of Sausalito, an undoubtedly iconic way to spend a few hours and an opportunity for some fantastic views across the bay. This six-mile journey begins with a cycle along the beach before crossing the bridge – one of the largest in the world – to Sausalito, a former fishing village that’s now a chic seaside town full of floating houses. Take a stroll and enjoy lunch there before returning directly to Fisherman’s Wharf by ferry.

San Francisco is one of those cities that puts you in a good mood. Large yet intimate, business-minded yet with a hippie soul, it’s a melting pot of cultures and lifestyles, and its steep hills and splendid setting on the bay give it that something special. You have one last day today to immerse yourself in the unique atmosphere of one of the most legendary cities in the US: trace the history of the Summer of Love in Haight Ashbury; spend an afternoon shopping in the Union Square district; take the boat to reach the impenetrable prison of Alcatraz; laze on the grass in Alamo Square; head to Clarion Alley to look at street art; sample some of the city’s cuisine, whether in an old-school taqueria or trendy brunch spot; stroll on Ocean Beach at sunset to soak up the view. The options are endless.

Your adventure is drawing to a close, but there’s still one more destination left to tick off. Have we saved the best until last? That’s for you to decide. Your flight to Mexico City takes just under four-and-a-half hours. When you land, you’ll be privately transferred to the Zócalo, the city’s main square and the beating heart of the city. You’ll spend four nights here in an elegant colonial residence that’s moments from the National Palace and the cathedral. If you’re too tired to head out and explore today, simply take in the view from your hotel terrace.

Mexico City isn’t just a big city – it’s huge. From Tenochtitlan to Chilangolandia, it embraces its roots while looking towards the future. In the company of a private guide, you’ll explore the city’s historic centre, which is overflowing with fascinating landmarks: the cathedral, the Palacio Nacional, the Templo Mayor, the world heritage-listed buildings of rue de Madero, the Casa de los Azulejos (‘House of Tiles’), the Palacio Postal, and finally the Palacio de Bellas Artes.

Then, depending on what you’re in the mood for, you might head to Mercado Jamaica, the most famous covered market in Mexico. We challenge you not to sample a little bit of everything, especially the incredible fruit on offer. In another part of the city, the Sonora district, you can dip your toe into the world of witchcraft and traditional medicine by taking up the services of spell casters. Your visit will continue in the National Museum of Anthropology, which holds some beautiful collections of pre-Columbian art and popular art, and is a great introduction to pre-Hispanic and indigenous history.

Capital of the country and bursting with life (nine million people, in fact!) Mexico City is spread over 580 square miles. Here, 21st-century cosmopolitanism rubs shoulders with the vestiges of an Aztec golden age, which are often supplanted by colonial constructions. This city has many layers, and you have plenty of time to continue exploring it today: take a boat trip on the canals of Xochimilco; stroll through the leafy Coyoacán district; visit Frida Kahlo's Casa Azul and the home of Leon Trotsky; taste taco al pastor (pork marinated in pineapple) in a traditional taqueria; fall for an alebrije, a colourful sculpture of a mystical Mexican animal; join the locals in line at a traditional churrería to indulge in a sugar-coated churro; admire the sunset from the top of the Torre Latinoamericana. The choice is yours. If you like, we can also arrange for you to enjoy a breakfast of local Mexican specialities, or take a cooking workshop alongside a local chef.

On your final day in Mexico, you’ll head out to experience some real Mexican wrestling: lucha libre. From the stands, immerse yourself in this electrifying local experience, during which wrestlers (Iuchadores) don eccentric character costumes and shimmering masks, and fight in and out of the ring with the aim of unmasking their opponent. From the stands, a feverish crowd chants the names of their idols, and boo those who try and bring them down. To round off your last evening in Mexico, we can also arrange for you to enjoy a taco tasting.

Your epic adventure to some of the world’s most incredible cities has sadly come to an end. Today, you’ll be privately transferred to the airport for your return flight, and you’ll arrive in the UK the following day.

Suggestions

Everything in this itinerary is entirely customisable, down to the smallest details. Here are some more suggestions of what could be included

LOCAL MEAL IN ISTANBUL

During this truly authentic experience, an Istanbul local will open the doors of their home and invite you to dine with them. As the mezze flows, so will the conversation, whether about life in the city or the origins of the dishes before you. Through the window, you’ll have a beautiful view of the Bosporus. This may be a simple home cooked meal, but there’s nothing humble about it – with a warm welcome, delicious food and a great view, this experience rivals dining in fancy restaurant any day.

INTIMATE SEAFOOD DINNER IN TOKYO

There are just seven seats in this restaurant, and strictly no more. This makes you part of a privileged few who get to sample Japanese seafood specialities prepared with unmatched skill. The chef is passionate about what he does and full of innovation. This is a meal you’re not likely to forget.

COOKING LESSON IN MEXICO CITY

This is a wonderful opportunity to spend some time with a chef who works in the Mexican capital. First, a trip to the market, where you’ll go from stall to stall to select the ingredients needed to prepare your feast. Like the locals, you can feel free to taste as you go. Then you’ll head to the chef’s apartment to get cooking: moles, enchiladas, chilaquiles. It all tastes even better when you prepare it yourself.

Why visit Thailand with Original Travel

Each of our trips is entirely tailor-made with originality, quality and cultural immersion in mind. Our team of destination specialists will craft itineraries based on your tastes, using their first-hand knowledge and the help of our in-country team of Concierges and guides. All trips are accompanied by a wide range of additional services, including a 24-hour helpline, the Original Travel app, fast-track airport services and much more.

ENQUIRE NOW

A few of the benefits of travelling with us to Thailand

  • Our local Concierges
  • The Original Travel app
  • Airport lounge access
  • Wi-Fi router and e-Sim
  • Destination Dossier
  • 24-hour helpline
  • Expert guides
  • 100% carbon absorption

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A rough idea of the price

Depending on the time of year, type of accommodation and activities

The cost for this trip starts from £7,200 to £9,600 per person.

The final cost of the trip depends on the way we tailor it especially for you. The final cost varies according to several factors, which include the level of service, length of trip and advance booking time. The exact price will be provided on your personalised quote.

The average starting price for this trip is £8,300 per person.

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