Subscribe to Guide
No Result
View All Result
Hamptons.com
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Hamptons Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Search South Florida Real Estate
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Hamptons Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Search South Florida Real Estate
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
No Result
View All Result
Hamptons.com
August 20, 2022

Sixty-Something: Nothing Like A Convertible Car in the Hamptons

48
VIEWS
T.J. Clementeby T.J. Clemente
in Community, Trending
Home Community

 

It’s midnight and seventy-four degrees and the top is down. The moon is full and the night sky is clear, full of stars. You have your special someone next to you in the other seat. You can hear the gentle surf just off the edge of the road. Almost sounds like dream, but it is the reality for all those with a convertible car in the Hamptons. If you have never experienced it, put it on your bucket list.

 

Before my divorce in 1999, I owned a chorus line of SUV’s. One after another as the two-year leases ended. Four-wheel drive was necessary for the ski weekends. Those vehicles had lots of space for the two children. In fact, the Mitsubishi Montero had two jump seats in the very back for my daughters, it seemed when they were buckled in those seats they always behaved. After the divorce I lived for a while in NYC with no car. Then on a lark I went and bought a VW Cabrio convertible; it seemed a small car would be easy to park on the upper east side, and quite frankly, it was.

 

Within months of buying this white car I moved permanently out east. The VW convertible became like a jeep, going days with the top remaining down. I swear there is nothing like  driving around the Hamptons in a convertible all year ’round. You see stuff. You smell stuff and you feel the environment. In a regular car the windshield is like a big screen TV, whereas when you drive a convertible it’s like always being at the planetarium. It actually got to the point where I had the top down into November before I consistently left it up. I loved to look up at the big pines of the Northwest Woods. The dunes off of Hither Hills in Montauk. Driving around the Montauk Lighthouse in a convertible is a different experience than in a roofed car.

 

There are a few places everyone should experience on the east end in a convertible. Both Louse Point and Gerard Drive are a must. It’s great at sunrise, sunset, full moon nights and dark sky nights when the stars take over. Another driving area with the top down is Wainscott Main Street. The big trees, the farmland, the ocean and the big sky all at once is fabulous. Dune Road from Hampton Bays to Quogue is another drive a convertible brings to the next level.

 

My favorite of all on the east end has to be Ram Island Drive off of Ram Island Road on Shelter Island. There is a reason Jimmy Buffet rented on this road while they built his Sag Harbor compound. He still talks about it sometimes during his concerts. I used to bring friends to this spot at night. Then stop the car and stand on the seats parked along the narrow part of the road that literally separates Coecles Harbor from Gardiner’s Bay. This is where the iconic Bug Lighthouse sits at the entrance to Orient Harbor. If you have never done this, do it. I used to walk my dog there at night; the beagle, God rest his soul, loved that road.

 

I drove my convertible during my busiest reporting days for the largest weekly free magazine in the Hamptons. Folks knew me, would shout out my name as I drove by or yell my dog’s name. Eventually a problem  with getting the check engine light to stay off became a huge issue. That issue made it impossible to pass inspection. It seems the car had a faulty fuse box design and was discontinued. In the end I had to trade it into a VW dealership because no one else would touch it. In a moment of weakness, I bought a VW Passat with a sunroof. Now I drive a Sonata.

 

Driving a convertible is not for folks with allergies or wives with hair issues. It is not for everyone. However, once a ragtop driver forever a ragtop driver in your soul.

STAY UPDATED

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

TRENDING

The quaint, charming, and walkable town of Westhampton Beach offers a shopping scene that blends coastal style with curated sophistication. Along Main Street and its surrounding pockets, you’ll find a mix of locally owned boutiques, specialty shops, and go-to stops that reflect the relaxed yet elevated feel of the Hamptons.

Best Boutiques & Shops in Westhampton Beach

The quaint, charming, and walkable town of Westhampton Beach offers a shopping scene that blends coastal style with curated sophistication. Along Main Street and its surrounding pockets, you’ll find a mix of locally owned boutiques, specialty shops, and go-to stops that reflect the relaxed yet elevated feel of the Hamptons.

Read more
After more than 4 summers in the Hamptons, of course, Adriana Castro is at Home in the Hamptons. Chez Adriana Castro, an immersive high-fashion Hamptons residency at Capri Southampton, created with interior designer Bea Pernía of Bea Interiors Design. Open now through September 7, 2026.

Chez Adriana Castro is Totally at Home in the Hamptons

After more than 4 summers in the Hamptons, of course, Adriana Castro is at Home in the Hamptons. Chez Adriana Castro, an immersive high-fashion Hamptons residency at Capri Southampton, created with interior designer Bea Pernía of Bea Interiors Design. Open now through September 7, 2026.

Read more
Whether you receive Dria Murphy's iconic newsletters or catch her segments on the Today Show, she is the wellness curator. Dria welcomed founders, editors, creatives, and premium members of the by dria community for a day of connection, movement, beauty, and wellness at the Shou Sugi Ban House in Watermill. 

Molly Sims and Kate Love Join Dria Murphy for a Second Annual by dria Wellness Morning

Whether you receive Dria Murphy’s iconic newsletters or catch her segments on the Today Show, she is the wellness curator. Dria welcomed founders, editors, creatives, and premium members of the by dria community for a day of connection, movement, beauty, and wellness at the Shou Sugi Ban House in Watermill. 

Read more

Search Articles

No Result
View All Result

Events

      Pickle's Pop-up in Montauk
      Pickle's Pop-up in Montauk
      17 Jul 26
      Montauk
      Adam Baranello "There's Art Inside" Art Exhibition
      Adam Baranello "There's Art Inside" Art Exhibition
      18 Jul 26
      Southampton
      Artful Tales at The Hampton Library
      Artful Tales at The Hampton Library
      22 Jul 26
      Bridgehampton
      Water Daze at The Hampton Library
      Water Daze at The Hampton Library
      22 Jul 26
      Bridgehampton
      KidFEST: Story Pirates Live
      KidFEST: Story Pirates Live
      22 Jul 26
      East Hampton

Hamptons Surf Report

Next Post
Deer, Deer, Everywhere

Deer, Deer, Everywhere

  • Looking to shop local in Montauk? Visit the Montauk Farmers Market on the Montauk Village Green every Thursday from 9am - 2pm and explore fresh produce, flowers, baked treats, and more from 40+ local vendors.

#Montauk #Hamptons
  • For the third summer in a row, Dolce & Gabbana returns to Gurney’s Montauk Resort with its signature seasonal storefront. Inspired by Italian design and set against Montauk’s picturesque coastline, it’s a standout destination for fashion lovers this summer.
#Hamptons 
@dolcegabbana
  • Sant Ambroeus has become one of the East End’s most beloved dining destinations. The place has style, serves gelato and espresso all day, offers inviting outdoor seating, and delivers a world-class dining experience.

Their fresh pasta is made with eggs, and doesn’t weigh you down like other pasta does. The signature branzino dish has become a calling card for the Southampton location.

No visit is complete without a stop at the gelato counter, where handcrafted gelato and sorbetto are churned in-house, offering a cool, classic finish to a summer meal.

You’ll see me there again sipping an espresso and pretending to be Italian. Diet starts tomorrow.
  • Ralph’s Coffee is popping up at Mulford Farm for the summer season. Stop by from 8am - 5pm for specialty drinks, pastries, outdoor seating, and lawn games until September 7th.
@ralphscoffee 
#Popup #ralphscoffee #coffee
  • Today, @childrensmuseumoftheeastend hosted its 16th Annual Family Fair in Bridgehampton, raising funds for its on-site food pantry, providing summer camp scholarships to local children, and supporting other initiatives that serve East End families year-round.

A special thank you to CMEE and lead event sponsor Saunders & Associates for welcoming us to capture the day’s magic.
  • We stopped by Pre-Loved in Montauk to see where founder @sunnymelet sources her vintage pieces. You can visit Pre-Loved any day of the week from 10am - 6pm.
@prelovedmtk
Instagram Youtube TikTok Twitter
Hamptons.com

Saunders Broadcasting Corp.

Phone: 631-613-8440
Email: [email protected]
Facebook: Facebook.com/HamptonsOnline
Twitter: @Hamptons
Instagram: @HamptonsOnline

About Us | Contact Us

Hamptons.com

  • Lifestyle
  • Events
  • Real Estate
  • Live Cameras
  • Public WiFi

Subscribe

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

© 2025 Hamptons.com | All rights reserved
Saunders Broadcasting Corp.
Terms & Conditions | Privacy Policy | About Us | Contact Us

 

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

No Result
View All Result
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Hamptons Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Search South Florida Real Estate
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support

© 2025 Hamptons.com | All rights reserved
Saunders Broadcasting Corp.
Terms & Conditions | Privacy Policy | About Us | Contact Us