On the flipside, you have beaches that look like they’re from a music video, waters that sparkle like a tray of brilliant cut diamonds and island culture that is as laid-back as it is vivacious. Our skilled agents can plan the best trip that suits all your travel needs.
The question remains: where do you go first?
New York & Caribbean Itinerary
Lone Star State to the Big Easy
Dallas, Austin, Houston & New Orleans 13 Days
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- New Orleans
- Dallas' Reunion Tower GeO-Deck Observation Ticket
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- Best For:
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- Dallas
- Austin
- Houston
- New Orleans
- Dallas' Reunion Tower GeO-Deck Observation Ticket
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Nashville & New Orleans
Nashville & New Orleans 9 Days
- Nashville
- New Orleans
- Belmont Mansion All-Day Admission
- Learn to Line Dance in Nashville
- Nashville's Big Machine Distillery Guided Tour with Tastings
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- Twin Centre
- Best For:
- Adult Friendly
- Heritage Tours
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- Twin Centre
- Nashville
- New Orleans
- Belmont Mansion All-Day Admission
- Learn to Line Dance in Nashville
- Nashville's Big Machine Distillery Guided Tour with Tastings
- + 3 more
- 5+ Tickets & Activities
- Accommodation
- Internal Flights
- International Flights
All-singing Adventure to Southern USA
New Orleans, Mississippi, Memphis, Nashville & Atlanta 13 Days
- New Orleans
- Memphis
- Nashville
- Chattanooga
- Atlanta
- + 10 more
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- New Orleans
- Memphis
- Nashville
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- Atlanta
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New York Highlights
New York is a must-visit destination on everyone’s list. A towering cityscape full of iconic buildings that is infused with beautiful green spaces and awash with people, history, colour and some of the best food you’ll ever eat. It’s difficult to overstate how magical ‘The City that Never Sleeps’ really is, but once you’re here, she’s yours to discover.
The City of Landmarks
New York City is home to striking and often revolutionary architecture in the form of glossy skyscrapers such as the Empire State Building, the Art Deco style of the Chrysler Building and the quirkiness of the Flatiron Building. Its famous landmarks also include contemporary museums, expansive parks and historic monuments, all waiting to be explored.
Fabulous Shopping
New York City is renowned worldwide for its iconic shopping opportunities, from the legendary elegance of Fifth Avenue and Macy’s - an 11-story department store in Herald Square - to the scores of retro clothing shops and bustling neighbourhood flea markets. So, in our opinion, you may need another suitcase!
World-class Dining
There is a melting pot of different cultures, flavours and styles in New York, which is reflected in its ever-revolving cornucopia of restaurants, bars and cafés in all corners of the city. There are long-standing establishments serving up classic dishes within a familial, community atmosphere, as well as Michelin-starred fine dining spots and pop-up food stands - both packing a punch with equally delicious fare.
Amazing Experiences
New York is abundant with once-in-a-lifetime experiences, whether it’s catching a Broadway show, taking flight in a helicopter ride over the Statue of Liberty or riding a horse and carriage through Central Park. Yet, excitement can be found even in the seemingly routine; hail down a famous yellow taxi, navigate the frenetic subway system or gaze through the shop window at Tiffany & Co. for a truly unforgettable experience.
Caribbean Highlights
The Caribbean is a melting pot of stunning scenery, endless adventure, and tasty cuisine, so there’s no wonder it’s one of the world’s most popular holiday destinations. From its pristine sandy beaches and sparkling, clear waters to the lively nightlife and vibrant carnivals, you’ll enjoy the best of rest and play.
Sandy Beaches
From hidden coves to long stretches of lush white sands, the Caribbean is most famous for its beautiful beaches. Relax on the shore or dive in and discover the incredible marine life that lies beneath the surface, with snorkelling and even swimming with dolphins on offer. There’s even a beach in the Bahamas where you can swim with pigs!
Colourful Carnivals
Caribbean carnivals are some of the world’s most famous, thanks to their vibrant energy, cultural pride, and welcoming atmosphere. Some are more traditional, with centuries-old folk traditions, while others see performances from international reggae artists. But all are a sight to behold and an experience you’ll never forget.
Lively Nightlife
Pack your dancing shoes… because the Caribbean knows how to party! From dance classes to live music, when the sun goes down these islands come alive. Enjoy clubs and casinos in the Dominican Republic, piano bars and cabaret shows in Puerto Rico, and live reggae music in Jamaica. Ready to party?
Delicious Food
You’ll never go hungry on your Caribbean multi-centre holiday, with each island boasting incredible local flavours and cuisines. Savour fresh conch ceviche, jerk chicken, spiced plantains, and flying fish. All best enjoyed with a rum cocktail, of course! Visiting Barbados, we recommend Friday Night Fish Fry in the village of Oistins for an authentic feast.
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Our bespoke multi-centre itineraries turn your daydreams into dream days. No matter whether you’re a sun chaser, nature lover or thrill seeker – we can help you find, design, and combine your favourite holiday experiences. Utilising our first-hand knowledge of destinations gained from over twenty years of award-winning service, we can deliver a free personalised itinerary within an hour or so. Better yet, you can make changes to your quote at any time before departure. Holiday your way by getting in touch today.
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NEW YORK & CARIBBEAN HOLIDAY FAQS
NEW YORK & CARIBBEAN HOLIDAY FAQS
NEW YORK & CARIBBEAN HOLIDAY FAQS
High Season in the Caribbean is from December to April, meaning you’ll have idyllic sunshine and superb holiday conditions. The shoulder seasons, which include late spring and early autumn, offer a good balance between favourable (but not fully perfect) weather and fewer tourists. The summer months are considered the low season in the Caribbean, and be mindful of hurricane season, which officially runs from June 1st to November 30th.
As for New York, there is no off-season! In the spring, the city's parks and gardens come to life with blooming flowers and greenery. Autumn brings the smell of pumpkin spice, spooky decorations and the Macy's Thanksgiving Day Parade. If you're a fan of winter activities and holiday celebrations, New York during this season is a magical experience. You can ice skate at the Rockefeller Center, and enjoy all the fantastic decorations across the city. New York can get quite hot and humid during the summer, but it's also a great time for outdoor concerts and events.
This can vary depending on the specific location, as the Caribbean encompasses multiple time zones. If you are in a location that shares the same time zone with New York (Eastern Standard Time), then there is no time difference. Some islands are in the Atlantic Time Zone, so there may be an hour time difference during Daylight Savings Time in New York.
Wherever and whenever you choose to travel, the time jump won’t be too much of an issue.
Depending on your specific Caribbean destination, you may have several airport options including Luis Muñoz Marín International Airport (SJU) Puerto Rico, Grantley Adams International Airport (BGI) in Barbados, Sangster International Airport (MBJ) in Jamaica, Punta Cana International Airport (PUJ) in the Dominican Republic, Queen Beatrix International Airport (AUA) in Aruba and Lynden Pindling International Airport (NAS) in the Bahamas. Those are the largest international airports in the area - plus you could always island-hop on local airlines.
For New York, the main airports to fly into are John F. Kennedy International Airport (JFK), LaGuardia Airport (LGA) and Newark Liberty International Airport (EWR).
The Caribbean is a group of islands, each replete with natural beauty and a rich history and culture. Popular destinations to include on your Caribbean multi-centre holidays include Jamaica, the Bahamas, the Dominican Republic and Barbados, among many other tropical havens. Some of the most famous beaches of the region include Seven Mile Beach in Grand Cayman, Grace Bay in Turks and Caicos, and Eagle Beach in Aruba.
The Caribbean also has a fascinating musical heritage, featuring genres like reggae, calypso, soca, and steelpan music. The region is famous for its infectious rhythms and sensual dance forms like salsa and merengue. It’s also home to a variety of natural wonders, including lush rainforests, cascading waterfalls, and unique geological formations. You can explore places like El Yunque National Forest in Puerto Rico or the Blue Hole in Belize.
The most popular way to see the famous Statue of Liberty in all her glory is by taking a ferry to Liberty Island, where the statue is located. You can wander around the grounds, visit the Statue of Liberty Museum, and enjoy excellent views of the statue itself. While there, you can purchase tickets to access the pedestal or even the crown.
If you’d like to feel like one of the locals, you can take the Staten Island Ferry, which is free and offers great views of the Statue of Liberty as it passes by. Who knows, you might bump into Pete Davidson, or Scarlett Johansson’s husband, Colin Jost, who actually co-own a ferry together!
If you’re feeling adventurous, you can also get a birds eye view of Lady Liberty via a helicopter tour of New York City, which often includes views of the landmark from the air.
While on your multi-centre holiday there are a few countries that you should consider visiting.
The Bahamas is an archipelago of islands where you can snorkel to your heart’s content and enjoy the vividly-coloured marine life. Nassau, the capital, and Paradise Island are also wonderful and welcoming. Known for its reggae music, rainforests, and beautiful beaches, Jamaica offers a mix of natural beauty and culture. Don't miss the iconic Dunn's River Falls and the Bob Marley Museum.
The next stop is San Juan, the capital of Puerto Rico, which boasts a rich history with its well-preserved architecture in Old San Juan. Havana, Cuba's capital, is synonymous with its colourful architecture, vintage cars, and spirited street life. Explore the historic city centre, visit Hemingway's home, and enjoy the local music and dance scene. For a more relaxing beach holiday, Aruba is the place to be. Eagle Beach in particular will leave you breathless.
With a unique blend of British and Caribbean influences, Barbados has it all. Beautiful beaches, histori sites, and local culture you’ll want to immerse yourself into immediately. The capital, Bridgetown, is a UNESCO World Heritage site, so it’s crucial to make time to visit.
We also have Saint Lucia, a lush, mountainous island with dramatic landscapes, including its twin volcanic spires. It's the ideal destination for nature lovers and adventurous outdoorsy types. Then there’s Belize, Trinidad and Tobago, and Turks and Caicos to name but a few. Whichever spot you choose will bring you sites and experiences you could only ever dream of.
We hope you’re hungry, as there’s plenty on the menu in this favourable foodie city. New York-style pizza is renowned for its thin, foldable crust, oozing melted cheese and generous toppings. Grab a slice at places like Joe's Pizza or Di Fara Pizza. The city is also famous for its fresh, authentic bagels, and two of the best places to pick one up are Ess-a-Bagel or Russ & Daughters. You can't visit New York without trying a classic hot dog from a street vendor, like Gray's Papaya or experiencing a classic pastrami on rye at Katz's Delicatessen.
There’s so much diversity and authenticity in the cuisines available. During your New York multi-centre holiday, explore neighbourhoods like Chinatown for spectacular Chinese food, Little Italy for Italian cuisine, and Jackson Heights in Queens for Indian and South Asian dishes.
Those with a sweet tooth absolutely must sample the classic New York cheesecake at Junior's or Eileen's Special Cheesecake bakeries.
Given its location in the Caribbean Sea and the Atlantic Ocean, seafood plays a prominent role in the cuisine. You can pick the freshest fish, lobster, shrimp and crab to enjoy with a variety of local spices. Rice and peas are a popular side which combines rice with kidney beans, coconut milk, and a blend of spices, packing it with flavour and a unique texture. You should also try plantains while you’re here - they’re so versatile and can be fried, mashed, or even served as chips!
The Caribbean is also abundant in tropical fruits like mangoes, papayas, pineapples and guavas. They’ll often appear in savoury dishes as well as beverages, and desserts.
The Caribbean has a tropical climate, so pack lightweight and breathable clothing. Linen and cotton are your friends and opt for loose-legged shorts, breezy t-shirts and plenty of swimsuits. Don't forget a wide-brimmed hat, lots of SPF and sunglasses for protection, too. Bring cover-ups or sarongs for when you're not in the water as they’ll take you from beach-to-bar in style. Insect repellent will be useful, especially in the evenings.
New York’s weather can change in a New York minute, so pack clothing you can layer. You might leave your hotel in the morning to a cloudless sky but then as you exit the MoMA in the afternoon, you’ll be met with an absolute downpour. Carry all your essentials at all times as you don’t want to have to return to your room in the middle of a guided tour!
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