Date Like Carolyn Bessette Kennedy & JFK Jr., Their Exact Long Island - NYC Itinerary

TV-Carolyn Bessette Kennedy This image released by FX shows Sarah Pidgeon as Carolyn Bessette Kennedy, left, and Paul Kelly as John F. Kennedy Jr. in a scene from "Love Story: John F. Kennedy Jr. & Carolyn Bessette." (FX via AP) (AP)

If you’ve found yourself newly obsessed with Carolyn Bessette-Kennedy and John F. Kennedy Jr because of Hulu’s hit show ‘Love Story,’ a series loosely written on their love story.… you’re not alone.

With their love story having a major moment again (thanks to renewed interest from features and documentaries streaming on platforms like Hulu), a whole new generation is discovering what made them so iconic.

And if you want to feel just a little more connected to that effortless, understated romance… you can actually step into their world.

Here’s your CBK x JFK Jr.–inspired itinerary, from Long Island to NYC:

🌊 Stop 1: East Hampton Reset

Start your day in East Hampton, where the couple spent much of their downtime.

This is your slow, quiet morning moment. Think coffee in hand, biking through the village, a walk on the beach with zero distractions. No glam, no pressure...just that calm, coastal energy they were known for.

🍝 Stop 2: Dinner at Nick & Toni’s

After a beach day, head to Nick & Toni’s, one of the Hamptons’ most iconic (but still understated) restaurants.

The pair frequented the spot, great food, recognizable faces. Order pasta, sip some wine, and keep it low key. The goal is effortless, not flashy.

🚗 Stop 3: Back to NYC

Time to shift into city mode. Drive (or train) back into Manhattan and step into Carolyn’s world.

🛍️ Stop 4: SoHo Stroll

Walk through SoHo, where Carolyn’s minimalist fashion era basically lived.

This is where you lean into the aesthetic—neutral outfit, sunglasses, no fuss. Browse boutiques, grab a coffee, and channel that “off-duty but still iconic” energy.

🥗 Stop 5: Dinner at Indochine

Next up: Indochine...arguably their most famous date-night spot.

Dimly lit, stylish, and just the right amount of exclusive without feeling try-hard. This is where you go when you want a night out that still feels intimate.

🍸 Stop 6: Nightcap at Odeon

End the night at Odeon in Tribeca.

A classic New York staple with timeless energy. Order a martini, sit back, and take in the room.

✨ The Bottom Line

Their love story continues to resonate decades later and right now, it’s having a real cultural moment again.

So whether you’ve been deep diving their story on Hulu or just love that effortlessly cool aesthetic, this is your chance to experience a little piece of it for yourself.

Because sometimes… the most iconic love stories aren’t loud, but they’re just timeless. 💙

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