Chicago, Santa Monica and New York: 5 romantic road trips for couples for Valentine's Day

By TravelWiseFeb 14, 2024 19:34 PMNews
Share:
Chicago, Santa Monica and New York: 5 romantic road trips for couples for Valentine's Day
Spice up your Valentine's Day with a romantic trip. Source: Freepik

February is here and love is in the air! If you're tired of monotonous Valentine's Day celebrations, why not spice things up with a romantic trip? Forget about banal candlelit dinners and carriage rides and hit the road with your soulmate.

Imagine planning and exploring the most romantic places in America, hand in hand with your partner. It's time to add a little adventure to your love life, and a road trip is the perfect way to do it!" writes kansas.com.

Way.com offers you a variety of routes and even a playlist for a romantic road trip. If you're seriously considering planning a romantic road trip for Valentine's Day, you should check out these five romantic road trip routes. Pro tip: Don't worry about parking problems and find guaranteed parking spots. Get out your maps and let's dive into these romantic road trips right now!

Chicago -Santa Monica

Imagine starting your journey by sinking your teeth into a mouth-watering deep dish pizza and hitting the road to explore the many exciting roadside eateries that dot the route to Santa Monica!

This epic 2,500-mile adventure is a throwback to old-school romance. There are many surprises and hidden gems along the way. From historical landmarks to quirky attractions, this 40-hour trip promises to be an unforgettable experience that will leave you breathless and wanting more!

Any adventure on the road from Chicago to Santa Monica is bound to be interesting. Especially since you will be traveling along the iconic Route 66. However, for a couple, this trip will be especially interesting, because the "Mother Road" gives unforgettable memories in places such as the Art Institute of Chicago, the Blue Dome entertainment district, Cadillac Ranch, Petrified Forest National Park and the Santa Monica Pier.

Parking in Chicago is difficult, but not impossible. To be on the safe side, make sure you reserve a spot in advance before you hit the road!

Chicago, Santa Monica and New York: 5 romantic road trips for couples for Valentine's Day
Petrified Forest National Park. Source: @Finetooth, wikipedia.org

From Miami to the Florida Keys

Don't like retro diners and old-school romance? Then the Miami - Florida Keys romantic route might be for you. You may ask, what's so interesting about driving along a thin strip of sidewalk over long bridges surrounded by blue skies and blue ocean? Exploring one of the most underrated scenic routes with your loved one. Period.

The entire romantic journey will take about 3-4 hours and stretch for about 113 miles with 42 bridges. Be sure to visit places of interest such as Everglades National Park, John Pennekamp Coral Reef, Rain Barrel Artisans Village, Lobster Statue, Curry Hammock State Park, and Dolphin Research Center.

There are also many stops along the route where you can go diving and snorkeling. All this makes this romantic trip a must, especially for those couples who love adventure

From Los Angelesto to San Luis Obispo

Any trip along the Pacific coast is worth taking. And when it's a romantic trip that starts in gorgeous Los Angeles, you can be sure it's going to be spectacular!

There's so much to see and do in Los Angeles that it's worth a drive through the City of Angels before heading down Highway 101 towards Ventura if you're not a local. Iconic landmarks like the Hollywood sign and the Hollywood Walk of Fame are great places to start your trip as a couple.

In Los Angeles, there are so many parking spaces available online that you can spend a lot of time in Los Angeles and never worry about parking. After you explore Los Angeles, you can start a romantic road trip from Los Angeles to San Luis Obispo.

Some of the recommended stops include the Funk Zone, the legendary Hotel California, Hearst Castle, the Danish town of Solvang, and Ostrich Land. However, if you have some free time, you should also consider staying in romantic places like the Santa Maria Valley.

From San Luis Obispo to San Francisco

Chicago, Santa Monica and New York: 5 romantic road trips for couples for Valentine's Day
Embark on a Valentine's Day trip from San Luis Obispo to San Francisco. Source: Freepik

With so many options and so little time to fully explore the Pacific Coast, you'll be spoiled for choice. However, it would be unfair not to mention the San Luis Obispo - San Francisco route on the list of romantic road trips.

Let's pick up where we left off and plan a romantic road trip to San Luis Obispo. This charming town has a lot to offer, so you and your partner can start your adventure by exploring its many wonders.

Don't miss out on attractions like the Mission San Luis Obispo de Tolosa, Bubblegum Alley, Bishop's Peak, and downtown SLO. Start by crossing items off your list before driving on Highway 1 through Morro Bay to Pfeiffer Beach. Continue through Half Moon Bay to San Francisco, where you can drive through the city to the entrance of the Golden Gate Bridge.

Enjoy the view of the majestic bridge from the Marin Headlands. Watching the sunset from this spot with your partner is one of the most romantic experiences in the world.

New York - Shelter Island

We finish the list of the best romantic road trips with one of the most underrated routes - from New York to Shelter Island. Yes, you read that right, we are talking about a trip to an island without bridges for a road trip.

Chicago, Santa Monica and New York: 5 romantic road trips for couples for Valentine's Day
Embark on a road trip from New York to Shelter Island. Source: Freepik

Located between the North and South Forks of Long Island, Shelter Island is a majestic and fabulous place to visit. Are you tired of exploring the Big Apple?

Leave your parking spot in New York City and head straight to the North or South Ferry. From them, you can get to Shelter Island at affordable prices. You can drive out to the numerous pristine beaches and estates. They offer a completely different experience than the one you used to have on the mainland.

Looking for the best places to visit on Shelter Island? These include the Mashomack Preserve, the Shelter Island Historical Society, Wades Beach, and Orient Beach State Park. It usually takes about 2 hours to get from New York to Shelter Island. The island is over 100 miles long, making it one of the best options for a day trip on Valentine's Day.

Top Articles
Discover the Best Escape Rooms in San Francisco: Adventure Awaits!

Discover the Best Escape Rooms in San Francisco: Adventure Awaits!

Oct 29, 2024 23:12 PM
Best Places for Bowling in Los Angeles: A Guide to Fun Activities

Best Places for Bowling in Los Angeles: A Guide to Fun Activities

Oct 28, 2024 22:26 PM

Discover the Best Rooftop Bars in Los Angeles for Amazing Views

Oct 27, 2024 23:42 PM

Exploring the Best Parks in Los Angeles for Nature Lovers

Oct 26, 2024 22:59 PM
More News
Man sitting on the floor with a laptop and backpack in an airport

New Regulations for Air Passengers: How to Claim Compensation for Canceled and Delayed Flights

Oct 30, 2024 19:35 PM
Etihad Airways aircraft in flight against a clear blue sky

Etihad Airways Unveils New Route to Al Alamein, Egypt

Oct 30, 2024 18:31 PM

Turbulence in the Air Travel Market: What You Need to Know Before Your Trip

Oct 30, 2024 17:35 PM

The Bergen Line: A Cozy Night Train Adventure Across Norway

Oct 30, 2024 16:38 PM
Person wading through floodwater in a green field

Floods in Spain: Residents and Tourists Caught in the Midst of the Disaster

Oct 30, 2024 15:35 PM
Budapest, Hungary

Celebrating Halloween in Budapest: A Fusion of Folklore and Modern Festivities

Oct 30, 2024 14:42 PM
red brick house at dusk

Exploring the UK's Most Haunted Destinations: A Journey Through Ghostly History

Oct 30, 2024 12:46 PM
Piarco, Trinidad and Tobago

Exploring the World’s Most Remarkable Airline Routes

Oct 30, 2024 10:31 AM
ITA Airways plane on the runway under a clear sky

ITA Airways Initiates Direct Flights from Dubai to Rome

Oct 30, 2024 08:30 AM

Direct Flights Between Penang and Shenzhen Provide New Travel Opportunities

Oct 30, 2024 06:30 AM

India Enhances Golden Triangle Travel Experience

Oct 30, 2024 04:30 AM
A WestJet Boeing 737 aircraft in flight against a clear blue sky with mountains in the background

WestJet Enhances Services During Fleet Expansion

Oct 30, 2024 02:30 AM
A red and white AirAsia airplane flying against a cloudy sky

AirAsia Philippines Launches November Discount for Future Trips

Oct 30, 2024 00:30 AM
An easyJet aircraft on the runway preparing for takeoff at an airport, surrounded by green landscape and a partly cloudy sky

New Arctic Flight Connections from Manchester Ready to Start

Oct 29, 2024 22:30 PM
Blurred motion of a double-decker bus at night in a busy city street

UK Government Extends Bus Fare Cap and Invests in Bus Network

Oct 29, 2024 20:30 PM

Lufthansa Reduces Flights and Faces Increased Competition: What This Means for Travelers

Oct 29, 2024 19:35 PM

Half-Term Getaways Made Easier by Bus Travel

Oct 29, 2024 18:30 PM
Airplane flying through a clear sky

European Airlines Cut Routes to China: Reasons and Implications

Oct 29, 2024 17:35 PM
A Great Western Railway (GWR) train stopped at Bradford on Avon station

Football Clubs Shift to Sustainable Rail Travel

Oct 29, 2024 16:30 PM
Piece of ice on a black sand beach with ocean waves in the background

Iceland's Volcanoes: How Climate Change Could Speed Up Their Eruptions

Oct 29, 2024 15:34 PM
Euston Station building sign with train and London Underground symbols

Euston Station Introduces Early Boarding to Enhance Travel Experience

Oct 29, 2024 14:30 PM
Fiery Lake, New England, USA

A Journey Through New England: Tips for an Enriching Adventure

Oct 29, 2024 12:30 PM

Exploring Broome’s Mangroves: A Foraging Journey with Aboriginal Guides

Oct 29, 2024 10:30 AM

Exploring Egypt's Valley of the Whales: A Journey into Wadi Al-Hitan

Oct 29, 2024 08:30 AM
A Halloween-themed sign reading "Eat, Drink, and Be Scary" placed beside a straw broom on steps

Halloween 2024: Global Events Kick Off with Thrilling Celebrations

Oct 29, 2024 07:30 AM
Aer Lingus Lounge Dublin Airport, Corballis, Dublin Airport, County Dublin, Ireland

Accessing Airline Lounges in the U.S.: A Look at Pay-to-Enter Options

Oct 29, 2024 06:30 AM