Far-flung travel is fabulous if you have the time (and budget!) to make it happen. But if you’re looking for a quick and easy getaway, allow us to remind you of the beauty of the weekend road trip. In this recurring series, we ask seasoned travelers to share all the details of their best recent trip, from the car they drove to the clothes they packed—and, of course, the must-visit locations on their itinerary.
There’s something special about escaping into the calm of Connecticut.
After a year of rigorous wedding planning, my husband and I quickly learned there was no way we were going to have a full-blown honeymoon immediately following our official celebration. It’s not that we couldn’t make it work, but logistically it didn’t make sense. We were new puppy parents, there was no way we could have brought enough clothes to make it from New York to New Orleans to Italy, and most importantly, we were simply exhausted. So we decided (like a lot of modern couples of late) to push our official honeymoon into next year and instead unwind with a low-stakes “mini moon” as we eased into our new, postnuptial reality.
Considering we live in Brooklyn and just celebrated our marriage in New Orleans (by no means a quiet or quaint city), we knew we were hoping for a getaway that was romantic but also tranquil. It turned out Southport, Connecticut was the answer.
Where to Stay
When it came to pick a destination for our mini moon, my husband and I wanted to stay close to home, since we’re new parents of an almost one-year-old Lab mix. And after spending over a week away for our wedding, we wanted to get a few days of downtime while ensuring our pup could tag along. I was also dying for a proper fall getaway and dreaming of crisp weather and ombré foliage. Southport specifically attracted us with its proximity to the water, gorgeous surrounding architecture, and quaint small-town vibe. We chose to stay at Delamar Southport (one of four Delamar hotels in New England and northern Michigan, with two more arriving in 2024), a charming (dog-friendly!) boutique hotel in the area with farm-to-table restaurants and mini-moon-appropriate excursions. The suites are roomy and feel like home—perfect for winding down at the end of a busy day exploring.
What We Drove
A perk of staying at any Delamar property is that you technically don’t need to drive anywhere. At every Delamar location, guests can opt to be chauffeured in luxury cars from owner Charles Mallory’s pristine personal collection. That includes Rolls-Royces, Bentleys, 1941 Cadillacs—you name it. It’s an extra special touch that makes driving up and down the tree-lined streets all the more special.
What I Packed
When it came to packing for this trip, I didn’t want to think too hard about what to wear every day—I just wanted to feel cozy. That meant bringing along my favorite oversize sweaters (like a knit number from Anine Bing I basically live in every autumn), wide-leg jeans (comfortable but still elevated), and walkable moto-inspired boots or my platform Ugg mules. I wanted to keep my beauty routine pared back as well, and spend less time getting ready and more time exploring, so I brought the essentials: my Rhode skincare kit, Haus Labs concealer and Rare Beauty blush, and easy treatments like Milani’s Fruit Fetish lip oils. My smaller carry-on luggage from July and oversize duffle bag from Away held everything I needed.