Explore the U.S.A’s Top City Breaks

The U.S.A is bursting with fascinating cities, top sights and places to visit from the bright lights of the Big Apple and Sin City to the laid back coastal cultures of Hawaii and San Diego. Join us in exploring the top city breaks the USA has to offer and all the exciting experiences you may encounter along the way.

We’ve also added a few of the wonderful accommodation options available to members of eXpectations Holidays in and nearby to these cities.

1New York City

Explore the exciting sights of New York City by starting with a short ferry trip to the magnificent Statue of Liberty. Jump onto a sightseeing bus to view the bright lights of Times Square then head downtown to Manhattan and browse alluring shops on Fifth Avenue before enjoying spectacular theatres along Broadway. Get a bird’s eye view of Central Park and the Hudson River from the Empire State Building’s 86th-floor observation deck and escape the hustle and bustle of the city with a ride around the beautiful Central Park.

Members of eXpectations Holidays could have explored the Big Apple for 7-nights in September 2017 whilst staying at the Manhattan Club.

2San Francisco

Discover the steep streets of San Francisco on a classic cable car and admire the spectacular views of the famous Golden Gate Bridge. Visit the bustling Fisherman’s Wharf to enjoy excellent brews in fun bars, along with great views of San Francisco Bay. Take a photo of the unique Lombard Street, the “world’s most crooked road”, before stopping at Pier 39 to savour fresh fish dishes and watch the local sea lions basking in the sun. Jump aboard a ferry to visit the notorious Alcatraz Prison and its infamous inmates.

eXpectations Holidays members could have enjoyed the delights of San Francisco for 7-nights by staying at Club Donatello during August 2017.


Experience memorable moments at Orlando by meeting the stars at Magic Kingdom Park whilst the exhilarating rides at Universal’s Island of Adventures guarantee non-stop laughing. Let your imagination run wild at the famous Epcot centre, a high-tech park inviting visitors to experience worldwide cultures in two destinations; Future World and World Showcase.

As a member of eXpectations Holidays you could have visited the exhilarating city of Orlando by checking into Disney Saratoga Springs Resort and Spa during Christmas 2016.

4San Diego

San Diego lies on the Pacific Ocean boasting an impressive deep harbour and the award-winning USS Midway aircraft museum where you can envisage how Midway sailors lived at sea. Ride through the 1,200-acre Balboa Park on a Segway to explore the beautiful sights within San Diego’s most popular park. View more than 4,000 exotic animals at San Diego Zoo, including adorable koalas and giant pandas, watch orangutans swinging from the treetops and wild cats basking in the sun.

Members of eXpectations Holidays could have explored the city of San Diego with a 7-night stay at Gaslamp Plaza Suites during summer 2017.

5Maui, Hawaii

Maui, the second largest of the Hawaiian Islands, is a paradise for nature lovers. The best way to explore this exotic land is to explore the Haleakala Crater by hiking or cycling. Explore bamboo forests on the Pipiwai Trail and admire dramatic volcanic landscapes and sub-tropical rainforests within the Haleakala National Park. Browse around the charming shops in Lahaina’s historic Front Street and take some shade under the oldest Banyan tree in Maui. Visit the Lahaina Courthouse and pore over the many artifacts in the Lahaina Heritage Museum, once used as a jail for smugglers.

eXpectations Holidays members could have experienced the exotic island of Maui in Hawaii with a 7-night stay at the Kahana Beach Resort.

6Las Vegas

The unique city of Las Vegas attracts visitors to enjoy non-stop entertainment in the mega-casinos, its energetic nightlife and magnificently designed hotels. Absorb the animated atmosphere of the world-famous boulevard, known as The Strip. Marvel at the dancing fountains at the Bellagio before placing your bets at the elegantly designed Wynn Casino. Catch a gondola to float down the Grand Canal at the Venetian Resort Hotel & Casino. Escape the dazzling neon lights and discover nature at its best with a day trip to the Red Rock Canyon National Conservation Area.

eXpectations Holidays members could have discovered Sin City by checking into a stylish 2-bedroom apartment at Elara a Hilton Grand Vacations Resort in Las Vegas during April 2017.


Sports fans will love Chicago with games at Wrigley Field home of the Chicago Cubs with the Chicago Bears playing at Soldier Stadium or watch the Blackhawks ice hockey team competing at the United Centre. This cultural city attracts visitors to enjoy an excellent selection of fine arts at The Art Institute of Chicago or listen to a wonderful performance at the Symphony Centre. Stroll along the Magnificent Mile to browse around designer shops and department stores, visit the grand old Macy Store in State Street. Discover state-of-the-art architecture and landscapes at Millennium Park, including the bean-shaped Cloud Gate. Relax and enjoy the beautiful flowers and plants at Lurie Gardens before taking a cruise down the Chicago River.

Members of eXpectations Holidays could have experienced third largest city in the U.S.A with a 7-night stay at Hotel Blake during 19th – 26th March 2017.