A Cap and Leo Travel

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A Cap and Leo Travel Just a Capricorn and Leo trying to live our best lives eating and traveling our way through the world.

Checking off a fall New England bucket list experience on our recent trip to Maine! We set sail through Portland’s Casco...
11/01/2026

Checking off a fall New England bucket list experience on our recent trip to Maine! We set sail through Portland’s Casco Bay aboard a 1931 schooner, taking in historic lighthouses, rugged coastlines, and beautiful coastal views — all with a local Portland coffee in hand.
Pretty hard to beat a morning like this in Maine!

Currently dreaming of a coastal New England fall day in Portsmouth Historic streets, colorful foliage, harbor views, coz...
10/03/2026

Currently dreaming of a coastal New England fall day in Portsmouth

Historic streets, colorful foliage, harbor views, cozy cafés, and all the quintessential New England charm. Portsmouth dates back to 1623 and is one of New Hampshire’s oldest cities — and honestly, it’s easy to see why it belongs on a fall getaway list.

Save this one for your next New England road trip.

Salem, Massachusetts is one of our favorite yearly stops!From iconic Hocus Pocus filming locations and the historic Witc...
09/26/2026

Salem, Massachusetts is one of our favorite yearly stops!

From iconic Hocus Pocus filming locations and the historic Witch House to waterfront strolls along the wharf and centuries-old cemeteries, Salem blends spooky history, pop culture, and quintessential New England charm.

Whether you’re visiting for the history, the witchy lore, the coastal scenery, or simply to wander its charming streets, Salem has something to offer year-round.

Save this for your Salem trip planning and add it to your New England travel list!

Would you visit Salem?

Weekend in Rockport, MAA little coastal New England charm in one picture-perfect town. Rockport sits on Cape Ann and is ...
09/25/2026

Weekend in Rockport, MA

A little coastal New England charm in one picture-perfect town. Rockport sits on Cape Ann and is known for its colorful harbor, historic Bearskin Neck, art galleries, and the iconic Motif No. 1 — one of the most photographed buildings in the country.

We traded our usual hotel stay for a weekend in a beautiful Victorian house, which made the whole experience feel even more like stepping into a New England postcard.

Think historic homes, ocean views, charming streets, local shops, and that slow coastal-town pace.

Save this one for your next New England getaway — and if you’re ready to plan your own coastal escape, we’d love to help.

09/23/2026

Football is back!

A great football weekend is about way more than the game. It’s the tailgate before kickoff, the stadium traditions you need to know, the local food you have to order and where everyone goes after the final whistle. Whether you’re following your team on the road or using a game as an excuse to finally visit a new city, we can help plan the whole weekend, from the right hotel and dinner reservations to the game-day logistics.

Who’s on your football bucket list this season?

Your dog deserves a five-star vacation too.Hotels are stepping up their pet-friendly perks, and we’re talking way beyond...
09/09/2026

Your dog deserves a five-star vacation too.

Hotels are stepping up their pet-friendly perks, and we’re talking way beyond a water bowl at check-in. Think custom dog beds, beach access, dog-walking concierges, room service steak dinners and, at the Waldorf Astoria New York, even a tiny branded bathrobe.

Planning a trip you don’t want to leave your dog behind for? We can help find a stay that’ll spoil both of you.

If you’ve been cruise-curious but aren’t sure where to start, we’d point you to Alaska. It’s an incredible destination, ...
08/28/2026

If you’ve been cruise-curious but aren’t sure where to start, we’d point you to Alaska.

It’s an incredible destination, but it’s also one of the hardest to experience independently. Covering the coastline often means coordinating rental cars, ferries, regional flights, and multiple hotels.

A cruise simplifies all of that. You unpack once, your room travels with you, and you spend your days exploring glaciers, fjords, and charming coastal towns instead of worrying about logistics.

If Alaska has been on your list, I’d be happy to help you find the itinerary that’s the right fit.

08/18/2026

If you’ve been thinking about a holiday getaway, consider this your reminder. The best hotels, flights, and experiences won’t wait until fall. Planning now means more options, better availability, and a trip that’s actually tailored to you.

Let us help you get started!

Back-to-school season doesn’t just mean school shopping… it also means campus visit season.If college tours are on your ...
08/15/2026

Back-to-school season doesn’t just mean school shopping… it also means campus visit season.

If college tours are on your family’s calendar this fall, don’t forget that we can help with those, too. Flights, hotels, rental cars, and figuring out the most efficient route if you’re visiting multiple schools—we can take care of the logistics so you can focus on the important part.

Planning college visits this fall? Let’s get your trip on the calendar!

Steal our Denver long weekend itinerary From incredible food and coffee to mile-high baseball, refreshing river swims, R...
08/11/2026

Steal our Denver long weekend itinerary

From incredible food and coffee to mile-high baseball, refreshing river swims, Red Rocks, and mountain views — Denver gave us the perfect mix of adventure, relaxation, and great eats.

Want to experience Denver without spending hours planning every detail? Let us plan your next long weekend getaway. We’ll take care of the details so you can focus on enjoying the trip.

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