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Two-Week US Holiday Vacation: City Exploration and All-Inclusive Relaxation
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Two-Week US Holiday Vacation: City Exploration and All-Inclusive Relaxation
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Day 1: City Arrival
New York City, USA on November 26, 2025
9:00am
Breakfast at Ess-a-Bagel
Start your day with a classic New York bagel at this iconic spot, known for its fresh bagels and variety of spreads.
USD10, 1h0m
10:30am
Walk Central Park
Enjoy a scenic stroll in Central Park, viewing landmarks like Bethesda Terrace and The Mall during the fall season.
Free, 2h0m
1:00pm
Lunch at Katz's Delicatessen
Try the legendary pastrami sandwich at this New York institution, open from 8am to 10:45pm daily.
USD25, 1h0m
2:30pm
Visit the Museum of Modern Art (MoMA)
Explore world-renowned modern art collections. Open 10:30am to 5:30pm, closed Thursday evenings.
USD25, 2h0m
6:00pm
Dinner at Sardi’s
Dine at the famous theater district restaurant known for its Broadway memorabilia and classic American cuisine.
USD50, 1h30m
Find Hotels in New York City
Day 2: Iconic NYC
New York City, USA on November 27, 2025
8:00am
Breakfast at Bubby's
Enjoy hearty American breakfast with a focus on comfort food in Tribeca, open daily from 8am.
USD20, 1h0m
9:30am
Visit the 9/11 Memorial & Museum
A poignant and moving tribute to the victims of 9/11, open from 9am to 8pm.
USD26, 2h0m
12:00pm
Lunch at Eataly NYC Downtown
Savor diverse Italian dishes with an upscale market atmosphere, open from 11am to 10pm.
USD30, 1h0m
1:30pm
Explore the High Line
Walk this elevated park built on a historic freight rail line, with views over the Hudson River, open 7am to 11pm.
Free, 1h30m
3:30pm
Shop in Chelsea Market
Discover unique shops and artisanal food vendors inside this famous enclosed market.
Free to browse, 1h30m
7:00pm
Broadway Show (Check schedule)
Experience a live performance at a Broadway theater; buy tickets in advance for availability.
USD100+, 2h30m
Find Hotels in New York City
Day 3: Museum and Midtown
New York City, USA on November 28, 2025
8:30am
Breakfast at The Smith
Enjoy classic American breakfast dishes at this popular Midtown eatery, open daily from 8am.
USD22, 1h0m
10:00am
Visit the Metropolitan Museum of Art
Explore vast art collections from ancient to modern times, open 10am to 5pm; closed Christmas Day.
USD30, 3h0m
1:30pm
Lunch at The Loeb Boathouse Central Park
Dine with views of the lake inside Central Park, open 11:30am to 3:30pm.
USD45, 1h30m
3:30pm
Visit Rockefeller Center and Top of the Rock
Experience panoramic city views and holiday decorations. Top of the Rock open 8am to midnight.
USD40, 1h30m
6:00pm
Dinner at Le Bernardin
Enjoy a fine dining seafood experience, perfect to celebrate the holidays. Reservation recommended. Open 5pm to 10pm.
USD150+, 2h0m
Find Hotels in New York City
Day 4: Travel to Orlando
Orlando, USA on November 29, 2025
7:00am
Breakfast at hotel or local café in NYC
Quick breakfast before heading to the airport; many places open from 6am onward.
USD15, 1h0m
9:00am
Flight to Orlando
Flight from NYC to Orlando typically 3 hours; arrive and transfer to accommodation.
USD150, 3h0m
1:00pm
Check-in and Lunch at hotel
Relax and enjoy a quick lunch at your hotel restaurant; many options available.
USD20, 1h0m
3:00pm
Visit Disney Springs
Explore shops, entertainment, and dining with no park ticket required, open 10am to 11pm.
Free to enter, 3h0m
7:30pm
Dinner at The Boathouse
Enjoy waterfront dining at Disney Springs featuring fresh seafood and steaks.
USD50, 1h30m
Find Hotels in Orlando
Day 5: Theme Park Fun
Orlando, USA on November 30, 2025
7:00am
Breakfast at hotel
Early breakfast to prepare for a full theme park day.
USD20, 1h0m
8:00am
Visit Universal Studios Florida
Experience rides and shows featuring popular movies. Open 9am to 7pm during holiday season.
USD110, 8h0m
6:30pm
Dinner at CityWalk’s VIVO Italian Kitchen
Savor delicious Italian dishes after a day of thrills. Open until 11pm.
USD40, 1h30m
Find Hotels in Orlando
Day 6: Relaxation Transition
Orlando, USA on December 1, 2025
8:00am
Breakfast at hotel
Leisurely breakfast before travel day.
USD20, 1h0m
10:00am
Flight to Cancun, Mexico
Flight from Orlando to Cancun approximately 2.5 hours; arrange airport transfer to resort.
USD150, 2h30m
2:30pm
Check-in at All-Inclusive Resort
Relax and enjoy amenities and beachfront access at your chosen all-inclusive resort.
USD0 (included in package), Rest of the day
6:00pm
Dinner at resort restaurant
Enjoy a variety of dishes included in your all-inclusive stay, often serving local specialties.
Included, 1h30m
Find Hotels in Orlando
Day 7: Beach Relaxation
Cancun, Mexico on December 2, 2025
8:00am
Breakfast at resort
Buffet breakfast with fresh fruit, eggs, and juices included.
Included, 1h0m
9:00am
Beach time and water sports
Swim, snorkel, or try kayaking in the turquoise Caribbean waters; many water activities included or available for rent.
Some activities included/free, 4h0m
1:00pm
Lunch at resort
Enjoy Mexican and international dishes at one of the resort’s casual dining venues.
Included, 1h0m
3:00pm
Spa treatment
Relax with a massage or wellness treatment (extra cost, recommended booking ahead).
USD80+, 1h30m
7:00pm
Dinner at specialty resort restaurant
Reserve a table at the resort’s fine dining spot, often featuring seafood or steak options.
Included or extra, 2h0m
Find Hotels in Cancun
Day 8: Mayan Culture Excursion
Cancun, Mexico on December 3, 2025
7:00am
Breakfast at resort
Early breakfast before day tour.
Included, 1h0m
8:00am
Day trip to Chichen Itza
Explore one of the New Seven Wonders of the World with guided tours; tour typically lasts 7-8 hours.
USD90, 8h0m
6:30pm
Dinner at resort
Relax after your excursion with dinner at the resort.
Included, 1h30m
Find Hotels in Cancun
Day 9: Leisure Day
Cancun, Mexico on December 4, 2025
9:00am
Breakfast at resort
Late breakfast enjoying resort buffet surroundings.
Included, 1h0m
10:30am
Explore Cancun downtown
Visit local markets and shops to buy souvenirs and try street foods; free to wander at your pace.
Free, 3h0m
2:00pm
Lunch in Cancun downtown at La Habichuela
Taste traditional Yucatecan cuisine in a beautiful garden setting.
USD35, 1h30m
4:00pm
Return to resort for pool relaxation
Unwind by the pool and enjoy resort amenities before dinner.
Included, 3h0m
7:00pm
Dinner at resort
Another relaxing meal with many cuisine options at your leisure.
Included, 1h30m
Find Hotels in Cancun
Day 10: Adventure Day
Cancun, Mexico on December 5, 2025
8:00am
Breakfast at resort
Start early for an active day after a full breakfast.
Included, 1h0m
9:00am
Visit Xcaret Park
Spend the day in this eco-archaeological park featuring rivers, wildlife, and cultural performances; park open 8:30am to 10:30pm.
USD110, 8h0m
7:30pm
Dinner at the park or back at resort
Enjoy dinner within the park or return for dinner at the resort.
USD30 or included, 1h30m
Find Hotels in Cancun
Day 11: Rest and Travel Home
Cancun, Mexico on December 6, 2025
8:30am
Breakfast and check-out
Enjoy your final breakfast at the resort and prepare for departure.
Included, 1h0m
11:00am
Flight to home
Transfer to Cancun airport for your returning flight home via connecting city if necessary.
USD0, Varies
Find Hotels in Cancun
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Itinerary created by
Plantrip Team
May 27, 2025
AI-assisted, human-reviewed
Plan Your 2 weeks, a mix of city and all inclusive around US thanksgiving or christmas Trip
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