38 days in New York City, Havana & San Jose Itinerary

38 days in New York City, Havana & San Jose Itinerary

Created using Inspirock United States route builder

Make it your trip
Fly
1
New York City
— 16 nights
+2
Drive to La Guardia Airport, Fly to Tallahassee Regional Airport, Drive to Havana
2
Havana
— 2 nights
+2
Drive to Tallahassee Regional Airport, Fly to San Francisco International Airport, Drive to San Jose
3
San Jose
— 17 nights
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New York City

— 16 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Get some cultural insight at 9/11 Memorial and Times Square. Get in touch with nature at Horse-Drawn Carriage Tours and Hallett Nature Sanctuary. Change things up with these side-trips from New York City: Gun For Hire Shooting Range (in Woodland Park) and Hyde Park (Franklin D. Roosevelt Presidential Library and Museum & Home of Franklin D. Roosevelt). The adventure continues: browse the exhibits of The Metropolitan Museum of Art, take in the pleasant sights at Central Park, pause for some photo ops at Statue of Liberty National Monument, and take in panoramic vistas at Top of the Rock.

To find reviews and tourist information, read our New York City day trip tool.

Melbourne, Australia to New York City is an approximately 26-hour flight. Traveling from Melbourne to New York City, you'll gain 15 hours due to the time zone difference. When traveling from Melbourne in December, plan for cooler days and slightly colder nights in New York City: temperatures range from 10°C by day to 2°C at night. Wrap up your sightseeing by early afternoon on the 1st (Sat) to allow enough time to travel to Havana.

Things to do in New York City

Museums · Historic Sites · Parks · Neighborhoods

Side Trips

Havana

— 2 nights
Havana is a town in Gadsden County, Florida, United States, and a suburb of Tallahassee. Visiting Apalachicola Bluffs and Ravines Preserve and Seminole State Park will get you outdoors. Explore Havana's surroundings by going to Torreya State Park (in Bristol), Ocheesee Creamery (in Grand Ridge) and Panhandle Pioneer Settlement (in Blountstown). Next up on the itinerary: don't miss a visit to The Planters Exchange.

To see traveler tips, more things to do, reviews, and tourist information, use the Havana trip planner.

The Route module can help you plan travel from New York City to Havana. Wrap up your sightseeing by early afternoon on the 4th (Tue) to allow enough time to travel to San Jose.

Things to do in Havana

Parks · Nature · Wildlife · Museums

Side Trips

San Jose

— 17 nights

Capital of Silicon Valley

The metropolitan center of Silicon Valley, San Jose considers itself a global city.
Satisfy your inner culture vulture at Pacific Grove Oceanview Boulevard and Trinity Episcopal Cathedral. We've included these beaches for you: Asilomar State Beach and Dunes Beach. Get out of town with these interesting San Jose side-trips: Carmel (Del Mar Beach, Scenic Road Walkway, &more), Monterey (San Carlos Cathedral, 17-Mile Drive, &more) and Pebble Beach (Bird Rock Vista Point & Pebble Beach Golf Links). The adventure continues: stroll through Cowell Ranch State Beach, enjoy the sand and surf at Pacific Grove Shoreline Parkway Marine Refuge, get outside with Mount Hermon Adventures, and explore and take pictures at Mavericks.

To find other places to visit, maps, where to stay, and tourist information, go to the San Jose trip builder website.

Use the Route module to find suitable travel options from Havana to San Jose. The time zone difference when traveling from Havana to San Jose is minus 3 hours. In January, plan for daily highs up to 19°C, and evening lows to 6°C. Wrap up your sightseeing on the 21st (Fri) to allow time to fly back home.

Things to do in San Jose

Parks · Outdoors · Beaches · Wildlife

Side Trips