A romantic winter getaway in Cape May feels like stepping into a calmer, cozier version of the shore. The town slows down. The evenings feel quieter. And it’s much easier to enjoy the kind of moments that usually pass too quickly at home.
Couples return this time of year because Cape May transforms even the simplest plans into sweet memories. You don’t need a packed schedule to enjoy our winters. The beach might be colder, but it’s also quieter, and that calm makes time together sweeter.
To help you get started, we’ve put together a list of our favorite Cape May things to do during the winter. So grab your favorite person, a warm drink, and start planning the ultimate winter getaway!
Share a Cozy Trolley Ride Through Victorian Streets
Our winters always feel a little more romantic here along the Jersey shore. Especially when you start the day with something charming and easy to enjoy together. A Cape May trolley tour is one of the easiest ways to settle into that cozy rhythm.
Victorian homes, lovingly known as the “Painted Ladies,” glow with soft seasonal light, and the relaxing ride welcomes you. So, sit back, stay warm, and enjoy the gentle rumble through historic streets.
Stroll Hand-in-Hand Through Boutique Shops
Cape May’s shops are even more inviting during winter, of all seasons. Browsing together sets a nice tone for the day. You can take your time, chat with friendly shop owners, and find unique treasures. Boutiques offer thoughtful, and sometimes quirky, gifts, local art, and things you can’t find in big stores. It’s a relaxed way to spend time together and find one-of-a-kind treasures for yourself or someone you love.
Toast to Love at a Fireside Wine Tasting
A fireside tasting is one of those cozy, romantic winter moments. If you haven’t visited the wineries in Cape May, this is your sign to add them to your list. The best part is how many great spots are nearby.
Some local favorites include:
- Cape May Winery & Vineyard: Known for its warm atmosphere and lovely indoor spaces.
- Willow Creek Winery: Perfect for long conversations and lingering tastings.
- Natali Vineyards: A quiet stop with friendly pours and approachable wines.
You can sip, swap opinions, and laugh when your favorites don’t match. It’s absolutely a standout on the list of fun things to do in Cape May.
Note: Many local wineries stay open year-round, but winter hours can shift a bit. Always double-check hours before you go!
Hold Hands as You Glide Across the Ice
There’s something undeniably sweet about wobbling your way across an ice rink together. Maybe one of you is graceful, or perhaps both of you are clinging for balance. It’s a moment that turns into a story you’ll laugh about later.
Cape May’s seasonal rinks keep the mood light and inviting. Step on, take a breath, and hold hands as you find your rhythm. A few slips add to the fun, and the whole experience quickly becomes playful and romantic.
Pick Out a Keepsake You’ll Treasure Together
Finding something special to bring home can be one of the most fun parts of a trip. You might spot a handcrafted mug, local artwork, or a small piece of decor. Chat your way through the options, share a few reactions, and go with whatever makes both of you smile. The keepsake becomes part of the story you take home.
Wander Nature Trails Made for Two
A quiet walk together is almost a necessity on a romantic winter getaway. No schedule, no rush, just the two of you moving at your own pace.
Some great trails to try:
- Garrett Family Preserve: Wide paths, open views, and plenty of spots to pause and take it in.
- Cape May Point State Park: Lakes, dunes, and lighthouse views that always feel worth the walk.
- Cape May Promenade: Not a hike, but a beautiful waterfront stroll that somehow never gets old.
- South Cape May Meadows: Peaceful, scenic, and perfect for couples who want something calm and nature-filled.
Layer up, wear comfortable shoes, bring along a warm drink, and enjoy time adventuring together.
End the Day Wrapped in Warmth (Fireplaces, Blankets, and Each Other)
There’s nothing better than ending a full day with your favorite person and a little extra warmth. After spending time exploring, settling into your suite for quality time together feels extra special.
Maybe you curl up with a book or a bottle of wine, share a blanket, or just let the quiet part of the evening take over. The pace slows, and the whole day replays in your memories. It completes your getaway perfectly.
Take the Plunge Side-by-Side (and Laugh About It Later)
Ever look at the waves and wonder if you’d actually be brave enough for a quick winter dip? You’re not alone. The Polar Bear Plunge sounds wild, but trying it together turns the moment into something you’ll talk about for years. It’s usually held in March, and proceeds always go to a good cause. That first cold rush hits fast, and the mix of shock and laughter is unbeatable.
Cape May’s beaches are waiting to give you a (cold) adventure you’ll never forget. A short countdown, a running start, and suddenly you’re both in the water, wondering how you got talked into this. The best part comes afterward, when you’re warming up and already reliving the moment with big smiles.
Plan Your Romantic Winter Getaway for Two
A romantic winter getaway in Cape May gives you the chance to slow down and enjoy meaningful time together. Cozy trolley rides, good wine, quiet trails, and the invigorating winter beach create a trip you’ll talk about long after you’re home.
If you’re ready for a season of connection and charm, Carroll Villa Hotel is here to welcome you. Plan your stay and start making lasting memories!
Photo Credit: © vorDa from Getty Images Signature via canva.com, © Oleg Troino’s Images via canva.com, © Africa images via canva.com


