4 days in San Luis Obispo & Long Island Itinerary

4 days in San Luis Obispo & Long Island Itinerary

Created using Inspirock United States trip planner
Make it your trip
San Luis Obispo
— 2 nights
Fly to New York JFK, Train to Montauk
— 1 night


San Luis Obispo — 2 nights

San Luis Obispo, or SLO for short, is a city in the U.S. state of California, located roughly midway between Los Angeles and San Francisco on the Central Coast. Kick off your visit on the 4th (Wed): take in the dramatic natural features at Morro Rock and then take in the history at Mission San Luis Obispo de Tolosa. Keep things going the next day: let your taste buds guide you at Central Coast Food and Wine Tours and then wander the streets of Bubblegum Alley.

To find more things to do, reviews, ratings, and other tourist information, use the San Luis Obispo trip planner.

Newark to San Luis Obispo is an approximately 9-hour flight. You can also drive; or take a train. Traveling from Newark to San Luis Obispo, you'll gain 3 hours due to the time zone difference. May in San Luis Obispo sees daily highs of 73°F and lows of 51°F at night. Wrap up your sightseeing on the 6th (Fri) to allow time to travel to Montauk.
Tours · Wineries · Nature · Neighborhoods
Side Trip
Find places to stay May 4 — 6:

Montauk — 1 night

Montauk is a census-designated place (CDP) that includes the hamlet with the same name located in the town of East Hampton in Suffolk County, New York, on the eastern end of the South Shore of Long Island. Kick off your visit on the 7th (Sat): don't miss a visit to St. Therese of Lisieux Catholic Church and then enjoy the sea views from Montauk Point Lighthouse.

To find traveler tips, other places to visit, and tourist information, refer to the Montauk online route planner.

Do a combination of flight and train from San Luis Obispo to Montauk in 13 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from San Luis Obispo to Montauk is 3 hours. Expect slightly colder weather when traveling from San Luis Obispo in May: highs in Montauk hover around 65°F, while lows dip to 50°F. Finish up your sightseeing early on the 7th (Sat) so you can go by car back home.
Historic Sites
Find places to stay May 6 — 7:

Long Island travel guide

Wineries & Vineyards · Beaches · Lighthouses
Stretching northeast from New York Harbor to the Atlantic Ocean, Long Island is the largest island in the continental U.S. It technically includes the New York City boroughs of Brooklyn and Queens, but generally refers to the suburban counties of Nassau and Suffolk exclusively. Known for its cookie-cutter suburban neighborhoods, the island is also home to a wealth of intriguing places to visit, including beaches, scenic countryside, wineries, and numerous historical sites. In the summer months, wealthy New Yorkers flock here to relax in their exclusive Hamptons properties.