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Ultra Luxury USA Cities Holidays 2024
Plan your dream USA City holiday with the help of our expert Personal Travel Managers. We offer USA City holidays from just £570pp
Plan your dream USA City holiday with the help of our expert Personal Travel Managers. We offer USA City holidays from just £570pp
Plan your dream USA City holiday with the help of our expert Personal Travel Managers. Holidays from £570pp
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With 50 states and more than 20,000 cities to explore, you can easily spend your whole life travelling across the length and breadth of America. Among the most visited are New York City, Las Vegas, Washington, Chicago and Boston. With a whole host of activities, boredom is simply not an option when travelling to any of these luxury holiday destinations.
Standing tall in all its colonial glory, New York City is home to fantastic skyscrapers, monumental landmarks and phenomenal shopping that makes it a favourite destination among many well-seasoned travellers. Amazing restaurants and bass-dropping clubs call The Big Apple home, with the most thriving located in SoHo and the Meatpacking District.
Equally as action packed, Las Vegas is fantastic for those wanting fun on top of fun. Whether it be walking along the strip marvelling at the five-star hotels, to spending hours in the casinos and world-class restaurants, the city is host to unique experiences by the bucket load. A whirlwind tour that will you all over the world, Las Vegas inspires all who visit. Make sure you take five from the blinding lights and head to the Grand Canyon National Park or the Hoover Dam for a touch of exploring away from the thrills of Sin City.
Alternatively, Boston is home to many historical sights. New England’s finest, you can expect to be following the red line of the Freedom Tour before relaxing in the lush greenery and beautiful monuments of Boston Common. What better way to spend your day before heading to many of the seafood restaurants that the city is so famous for. Whether salmon, halibut or octopus are your top culinary choices, we’re sure you’ve never tasted them the way that Boston serves.
Keeping on the historical theme, it’s now time for a spot of culture in Washington. This stately haven is home to the White House and countless museums and visitor centres that see many travellers engrossed in the rich culture. Five-star eateries and magical lush greenery of sights such as the National Mall are sure to keep every discerning guest satisfied.
The same can be said for Chicago otherwise known as The Windy City. Sprawling coastlines contrasting with towering skyscrapers makes this destination ideal for every type of traveller. Whether you’re a holidaying family, a couple on a romantic getaway or riding solo, you are sure to find something and somewhere you will absolutely love. Fantastic monuments, amazing shopping and the luscious Lake Michigan will tick every box for those wanting an authentic stay in America.
WINGED BOOTS WISDOM
If you’re stuck on what US city to travel to next, or which of the many hotels to stay in, make sure you call one of our personal travel managers to start booking your perfect stay in an urban metropolis. Whether you want to shop ‘til you drop in New York, soak up some museum culture in Chicago or try and catch a glimpse of the President in Washington, you’re sure to enjoy your stars and stripes stay.
Standing tall in all its colonial glory, New York City is home to fantastic skyscrapers, monumental landmarks and phenomenal shopping that makes it a favourite destination among many well-seasoned travellers. Amazing restaurants and bass-dropping clubs call The Big Apple home, with the most thriving located in SoHo and the Meatpacking District.
Equally as action packed, Las Vegas is fantastic for those wanting fun on top of fun. Whether it be walking along the strip marvelling at the five-star hotels, to spending hours in the casinos and world-class restaurants, the city is host to unique experiences by the bucket load. A whirlwind tour that will you all over the world, Las Vegas inspires all who visit. Make sure you take five from the blinding lights and head to the Grand Canyon National Park or the Hoover Dam for a touch of exploring away from the thrills of Sin City.
Alternatively, Boston is home to many historical sights. New England’s finest, you can expect to be following the red line of the Freedom Tour before relaxing in the lush greenery and beautiful monuments of Boston Common. What better way to spend your day before heading to many of the seafood restaurants that the city is so famous for. Whether salmon, halibut or octopus are your top culinary choices, we’re sure you’ve never tasted them the way that Boston serves.
Keeping on the historical theme, it’s now time for a spot of culture in Washington. This stately haven is home to the White House and countless museums and visitor centres that see many travellers engrossed in the rich culture. Five-star eateries and magical lush greenery of sights such as the National Mall are sure to keep every discerning guest satisfied.
The same can be said for Chicago otherwise known as The Windy City. Sprawling coastlines contrasting with towering skyscrapers makes this destination ideal for every type of traveller. Whether you’re a holidaying family, a couple on a romantic getaway or riding solo, you are sure to find something and somewhere you will absolutely love. Fantastic monuments, amazing shopping and the luscious Lake Michigan will tick every box for those wanting an authentic stay in America.
WINGED BOOTS WISDOM
If you’re stuck on what US city to travel to next, or which of the many hotels to stay in, make sure you call one of our personal travel managers to start booking your perfect stay in an urban metropolis. Whether you want to shop ‘til you drop in New York, soak up some museum culture in Chicago or try and catch a glimpse of the President in Washington, you’re sure to enjoy your stars and stripes stay.
With 50 states and more than 20,000 cities to explore, you can easily spend your whole life travelling across the length and breadth of America. Among the most visited are New York City, Las Vegas, Washington, Chicago and Boston. With a whole host of activities, boredom is simply not an option when travelling to any of these luxury holiday destinations.
Standing tall in all its colonial glory, New York City is home to fantastic skyscrapers, monumental landmarks and phenomenal shopping that makes it a favourite destination among many well-seasoned travellers. Amazing restaurants and bass-dropping clubs call The Big Apple home, with the most thriving located in SoHo and the Meatpacking District.
Equally as action packed, Las Vegas is fantastic for those wanting fun on top of fun. Whether it be walking along the strip marvelling at the five-star hotels, to spending hours in the casinos and world-class restaurants, the city is host to unique experiences by the bucket load. A whirlwind tour that will you all over the world, Las Vegas inspires all who visit. Make sure you take five from the blinding lights and head to the Grand Canyon National Park or the Hoover Dam for a touch of exploring away from the thrills of Sin City.
Alternatively, Boston is home to many historical sights. New England’s finest, you can expect to be following the red line of the Freedom Tour before relaxing in the lush greenery and beautiful monuments of Boston Common. What better way to spend your day before heading to many of the seafood restaurants that the city is so famous for. Whether salmon, halibut or octopus are your top culinary choices, we’re sure you’ve never tasted them the way that Boston serves.
Keeping on the historical theme, it’s now time for a spot of culture in Washington. This stately haven is home to the White House and countless museums and visitor centres that see many travellers engrossed in the rich culture. Five-star eateries and magical lush greenery of sights such as the National Mall are sure to keep every discerning guest satisfied.
The same can be said for Chicago otherwise known as The Windy City. Sprawling coastlines contrasting with towering skyscrapers makes this destination ideal for every type of traveller. Whether you’re a holidaying family, a couple on a romantic getaway or riding solo, you are sure to find something and somewhere you will absolutely love. Fantastic monuments, amazing shopping and the luscious Lake Michigan will tick every box for those wanting an authentic stay in America.
WINGED BOOTS WISDOM
If you’re stuck on what US city to travel to next, or which of the many hotels to stay in, make sure you call one of our personal travel managers to start booking your perfect stay in an urban metropolis. Whether you want to shop ‘til you drop in New York, soak up some museum culture in Chicago or try and catch a glimpse of the President in Washington, you’re sure to enjoy your stars and stripes stay.
Standing tall in all its colonial glory, New York City is home to fantastic skyscrapers, monumental landmarks and phenomenal shopping that makes it a favourite destination among many well-seasoned travellers. Amazing restaurants and bass-dropping clubs call The Big Apple home, with the most thriving located in SoHo and the Meatpacking District.
Equally as action packed, Las Vegas is fantastic for those wanting fun on top of fun. Whether it be walking along the strip marvelling at the five-star hotels, to spending hours in the casinos and world-class restaurants, the city is host to unique experiences by the bucket load. A whirlwind tour that will you all over the world, Las Vegas inspires all who visit. Make sure you take five from the blinding lights and head to the Grand Canyon National Park or the Hoover Dam for a touch of exploring away from the thrills of Sin City.
Alternatively, Boston is home to many historical sights. New England’s finest, you can expect to be following the red line of the Freedom Tour before relaxing in the lush greenery and beautiful monuments of Boston Common. What better way to spend your day before heading to many of the seafood restaurants that the city is so famous for. Whether salmon, halibut or octopus are your top culinary choices, we’re sure you’ve never tasted them the way that Boston serves.
Keeping on the historical theme, it’s now time for a spot of culture in Washington. This stately haven is home to the White House and countless museums and visitor centres that see many travellers engrossed in the rich culture. Five-star eateries and magical lush greenery of sights such as the National Mall are sure to keep every discerning guest satisfied.
The same can be said for Chicago otherwise known as The Windy City. Sprawling coastlines contrasting with towering skyscrapers makes this destination ideal for every type of traveller. Whether you’re a holidaying family, a couple on a romantic getaway or riding solo, you are sure to find something and somewhere you will absolutely love. Fantastic monuments, amazing shopping and the luscious Lake Michigan will tick every box for those wanting an authentic stay in America.
WINGED BOOTS WISDOM
If you’re stuck on what US city to travel to next, or which of the many hotels to stay in, make sure you call one of our personal travel managers to start booking your perfect stay in an urban metropolis. Whether you want to shop ‘til you drop in New York, soak up some museum culture in Chicago or try and catch a glimpse of the President in Washington, you’re sure to enjoy your stars and stripes stay.
With 50 states and more than 20,000 cities to explore, you can easily spend your whole life travelling across the length and breadth of America. Among the most visited are New York City, Las Vegas, Washington, Chicago and Boston. With a whole host of activities, boredom is simply not an option when travelling to any of these luxury holiday destinations.
Standing tall in all its colonial glory, New York City is home to fantastic skyscrapers, monumental landmarks and phenomenal shopping that makes it a favourite destination among many well-seasoned travellers. Amazing restaurants and bass-dropping clubs call The Big Apple home, with the most thriving located in SoHo and the Meatpacking District.
Equally as action packed, Las Vegas is fantastic for those wanting fun on top of fun. Whether it be walking along the strip marvelling at the five-star hotels, to spending hours in the casinos and world-class restaurants, the city is host to unique experiences by the bucket load. A whirlwind tour that will you all over the world, Las Vegas inspires all who visit. Make sure you take five from the blinding lights and head to the Grand Canyon National Park or the Hoover Dam for a touch of exploring away from the thrills of Sin City.
Alternatively, Boston is home to many historical sights. New England’s finest, you can expect to be following the red line of the Freedom Tour before relaxing in the lush greenery and beautiful monuments of Boston Common. What better way to spend your day before heading to many of the seafood restaurants that the city is so famous for. Whether salmon, halibut or octopus are your top culinary choices, we’re sure you’ve never tasted them the way that Boston serves.
Keeping on the historical theme, it’s now time for a spot of culture in Washington. This stately haven is home to the White House and countless museums and visitor centres that see many travellers engrossed in the rich culture. Five-star eateries and magical lush greenery of sights such as the National Mall are sure to keep every discerning guest satisfied.
The same can be said for Chicago otherwise known as The Windy City. Sprawling coastlines contrasting with towering skyscrapers makes this destination ideal for every type of traveller. Whether you’re a holidaying family, a couple on a romantic getaway or riding solo, you are sure to find something and somewhere you will absolutely love. Fantastic monuments, amazing shopping and the luscious Lake Michigan will tick every box for those wanting an authentic stay in America.
WINGED BOOTS WISDOM
If you’re stuck on what US city to travel to next, or which of the many hotels to stay in, make sure you call one of our personal travel managers to start booking your perfect stay in an urban metropolis. Whether you want to shop ‘til you drop in New York, soak up some museum culture in Chicago or try and catch a glimpse of the President in Washington, you’re sure to enjoy your stars and stripes stay.
Standing tall in all its colonial glory, New York City is home to fantastic skyscrapers, monumental landmarks and phenomenal shopping that makes it a favourite destination among many well-seasoned travellers. Amazing restaurants and bass-dropping clubs call The Big Apple home, with the most thriving located in SoHo and the Meatpacking District.
Equally as action packed, Las Vegas is fantastic for those wanting fun on top of fun. Whether it be walking along the strip marvelling at the five-star hotels, to spending hours in the casinos and world-class restaurants, the city is host to unique experiences by the bucket load. A whirlwind tour that will you all over the world, Las Vegas inspires all who visit. Make sure you take five from the blinding lights and head to the Grand Canyon National Park or the Hoover Dam for a touch of exploring away from the thrills of Sin City.
Alternatively, Boston is home to many historical sights. New England’s finest, you can expect to be following the red line of the Freedom Tour before relaxing in the lush greenery and beautiful monuments of Boston Common. What better way to spend your day before heading to many of the seafood restaurants that the city is so famous for. Whether salmon, halibut or octopus are your top culinary choices, we’re sure you’ve never tasted them the way that Boston serves.
Keeping on the historical theme, it’s now time for a spot of culture in Washington. This stately haven is home to the White House and countless museums and visitor centres that see many travellers engrossed in the rich culture. Five-star eateries and magical lush greenery of sights such as the National Mall are sure to keep every discerning guest satisfied.
The same can be said for Chicago otherwise known as The Windy City. Sprawling coastlines contrasting with towering skyscrapers makes this destination ideal for every type of traveller. Whether you’re a holidaying family, a couple on a romantic getaway or riding solo, you are sure to find something and somewhere you will absolutely love. Fantastic monuments, amazing shopping and the luscious Lake Michigan will tick every box for those wanting an authentic stay in America.
WINGED BOOTS WISDOM
If you’re stuck on what US city to travel to next, or which of the many hotels to stay in, make sure you call one of our personal travel managers to start booking your perfect stay in an urban metropolis. Whether you want to shop ‘til you drop in New York, soak up some museum culture in Chicago or try and catch a glimpse of the President in Washington, you’re sure to enjoy your stars and stripes stay.
Popular Destinations in USA Cities
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Offer
The Fifth Avenue Hotel
Save on last minute Christmas in New YorkFrom £5,499 pp
for 4 nights inc flights
for 4 nights inc flights
4 nights from £5,499 pp
inc flights
inc flights
Best Luxury Hotels
Best luxury
hotels in USA Cities
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- Arrive by private helicopter and gaze out over pristine snow-capped mountain views.
- Feel a million miles away from it all in a gloriously secluded setting.
- Indulge in a feast of delectable Alaskan fare prepared by private chefs using fresh ingredients.
Price is available on request
- Arrive by private helicopter and gaze out over pristine snow-capped mountain views.
- Feel a million miles away from it all in a gloriously secluded setting.
- Indulge in a feast of delectable Alaskan fare prepared by private chefs using fresh ingredients.
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- Sought-after location where guests can enjoy outdoor pursuits all year, including winter skiing
- A secluded hideaway that appeals to well-heeled travellers looking to escape prying eyes
- Up to 16 different drinking and dining options, including poolside cafes and cosy Alpine-inspired bars
- Sought-after location where guests can enjoy outdoor pursuits all year, including winter skiing
- A secluded hideaway that appeals to well-heeled travellers looking to escape prying eyes
- Up to 16 different drinking and dining options, including poolside cafes and cosy Alpine-inspired bars
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- Unbeatable location on Fifth Avenue
- Exquisite dining and bar spaces
- Unique décor boasting an ever-changing art collection
- Unbeatable location on Fifth Avenue
- Exquisite dining and bar spaces
- Unique décor boasting an ever-changing art collection
Offer Available
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
Best Luxury Tours
Best luxury
tours in USA Cities
- We've found 25 tours in USA Cities for you
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5 Nts New York City & 7 Nts Cancun
5 Nts New York City & 7 Nts Cancun
- International flights
- 12 Nights accommodation
- 7 x All Inclusive
- International flights
- 12 Nights accommodation
- 7 x All Inclusive
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- International flights
- 12 Nights accommodation
- 7 x All Inclusive
5 Nts New York City & 7 Nts Barbados
5 Nts New York City & 7 Nts Barbados
- International flights
- 12 Nights accommodation
- 7 x Breakfast
- 2 x Excursions
- International flights
- 12 Nights accommodation
- 7 x Breakfast
- 2 x Excursions
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- International flights
- 12 Nights accommodation
- 7 x Breakfast
- 2 x Excursions
5 Nts New York City & 8 Nts St. Lucia
5 Nts New York City & 8 Nts St. Lucia
- International flights
- 13 Nights accommodation
- 8 x Breakfast
- 2 x Excursions
- International flights
- 13 Nights accommodation
- 8 x Breakfast
- 2 x Excursions
Call us on 0203 816 0985
to start planning your holiday
to start planning your holiday
- International flights
- 13 Nights accommodation
- 8 x Breakfast
- 2 x Excursions
Extra Mile Guarantee
Our Extra Mile Guarantee
Our Extra Mile Guarantee
We appreciate every Winged Boots customer and to prove this we want you all to receive a very high standard of customer service when booking with us. Our Extra Mile Guarantee is just that. A promise that no matter the destination, whether it is your first or your hundredth time using Winged Boots, you will be treated like a VIP from enquiry through to departure and even when you return home.
David Ox, managing director- Dedicated personal travel managers
Each with a minimum of 10-years’ experience
- Complimentary event invitations
Meet the team at our annual shoot day, O2 London, a private dinner and more
- Transparent price
No hidden fees, quotation costs or admin charges
- The human touch
Just honest conversations with real people
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Via email, direct dial and even on Whats’App
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USA Cities in a Nutshell
- A true concrete jungle where dreams are made, New York is one of the best and most visited cities in America. Iconic monuments and landmarks such as The Empire State Building, Statue of Liberty and Central Park are all housed here.
- Brooklyn’s Coney Island is ideal for fun-loving families wanting some thrills complete with a beach and vintage-style fun fair that’s sure to have every member of the party smiling and playing in The Big Apple.
- Have you come to New York to shop? Fifth Avenue and Madison Avenue are perfect for high-end labels and well-loved American high street stores such as Macy’s, Barney’s and Bloomingdales
- The bright lights, casinos and infamous strip make Las Vegas the ideal choice for travellers wanting a 24-hour city where the fun never stops. With erupting volcanoes, rollercoasters and dancing fountains, you can ensure an action-packed stay.
- Make sure you see a show while here and with the likes of Britney Spears, Celine Dion, Penn and Teller and David Copperfield holding residences, there are plenty to choose from.
- Foodies will be in their element with plenty of niche and novelty eateries adorning the area. The Heart Attack Grill in Freemont Street is one of the most well-known. Complete with hospital gowns, wine IV drips and nurse waitresses, this is one you will never forget. Equally, head to STK, Nobu and The Cheesecake Factory for a delicious meal featuring all your favourites.
- Head to Pennsylvania Avenue where you can gaze in wonderment at the iconic White House. Tours are only available to American citizens at the moment but make sure to swing by the nearby visitor centre to find out all about the President’s place of work.
- The Smithsonian is the largest museum in the world, close to the White House. Countless exhibitions, educational resources and artwork are housed in these walls and you can easily explore for hours.
- For a taste of history, National Mall is perfect. Nature-lovers will be in their element trapezing through lush greenery through the West Potomac Park and Constitution Gardens. Beautiful monuments are sprinkled throughout for a true taste of Presidential culture with The Lincoln Memorial the most iconic. The famous statue of Abraham Lincoln sees six million people annually visit so expect it to be busy.
- See superb views of Chicago from the observation deck of the John Hancock Building that also boasts the knuckle-ride TILT. Not for the faint hearted, this experience boasts the most amazing views of Chicago that will really test your nerve.
- Shopaholics rejoice when staying near The Magnificent Mile boasting an abundance of high-end stores, restaurants, bars and clubs. It’s ideal for date night.
- Joe’s Stone Crab restaurant is perfect for exquisite fare that’s sure to tantalise your taste buds. Prime steaks, seafood and other culinary delights litter the menu.
- Prefer to do something more cultured? The Art Institute of Chicago is brilliant, housing the largest Impressionist collection outside of Paris. This award-winning venue is sure to be busy so check out what events they have on and plan your trip well.
Good to know
- Capital: Washington D.C.
- Currency: USD
- In A Word: Jam-Packed
- Packing Essential: Camera
Best time to travel
Average Temperatures
Jan: 4°c  | Feb: 5°c | Mar: 9°c | |||
Apr: 14°c  | May: 19°c | Jun: 24°c  | |||
Jul: 27°c  | Aug: 26°c | Sep: 22°c | |||
| Oct: 15°c | Nov: 11°c | Dec: 5°c |
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