
Cara Cooper
Based in Boston, MA
Trip budgets start at $250/night
Cara Cooper
Ask me about
My Story
Chasing pretty places and designing trips no one’s thought of yet — offbeat gems, scenic stops and adventures you'll never forget.
My Travel Style
I specialize in crafting thoughtful, well-researched itineraries that highlight the unique charm of every destination. From multi-country adventures to pet-friendly road trips, I focus on creating experiences that are not only beautiful but also comfortable and memorable. I’m passionate about finding the right mix of local culture and scenic spots, whether it's a hidden gem to visit or the perfect souvenir to bring home. With years of travel experience in over 20 countries, I’ve picked up an arsenal of tips and tricks along the way, ensuring your dream trip is brought to life over and over again.
My travel ideas (2)

The Land of Enchantment Awaits in Santa Fe, NM
Get lost in the desert oasis of Santa Fe, NM, and discover a city rich with spirit, story, and serenity. Known for its unique adobe architecture and storied past, Santa Fe embodies the Southwest’s distinct aura—reminding me how special this place really is. The historic downtown is a hub for local and high-end shopping, with artisan shops and art galleries offering everything from handcrafted jewelry to contemporary works. Visit landmarks like the Loretto Chapel and the Santa Fe Plaza and wander charming streets into hidden courtyards, browse boutiques, or sip a drink (or two) on shaded adobe patios. With a prominent wellness culture peppered with natural hot springs, yoga studios, and spas, Santa Fe is the ultimate desert destination that you’ll keep coming back to.

The Land of Enchantment Awaits in Santa Fe, NM
Get lost in the desert oasis of Santa Fe, NM, and discover a city rich with spirit, story, and serenity. Known for its unique adobe architecture and storied past, Santa Fe embodies the Southwest’s distinct aura—reminding me how special this place really is. The historic downtown is a hub for local and high-end shopping, with artisan shops and art galleries offering everything from handcrafted jewelry to contemporary works. Visit landmarks like the Loretto Chapel and the Santa Fe Plaza and wander charming streets into hidden courtyards, browse boutiques, or sip a drink (or two) on shaded adobe patios. With a prominent wellness culture peppered with natural hot springs, yoga studios, and spas, Santa Fe is the ultimate desert destination that you’ll keep coming back to.

Nantucket in 48 Hours: A Weekend on Island Time
Pack your Nantucket reds and embark on a picture-perfect weekend on Nantucket, just a quick ferry ride from the greater Boston area. With its cobblestone streets, shops, fresh seafood, and postcard-worthy beaches, it’s the quintessential New England destination you’ll keep coming back to. Pick up new threads at For Now boutique, bike to Sconset and admire the stunning homes dotting the cliff walk, or catch golden hour on the beach at Brant Point. There’s a reason people talk about time spent on Nantucket—it’s not just a summer thing. Nantucket is truly magical and once you’ve been, you’ll be planning your return!

Nantucket in 48 Hours: A Weekend on Island Time
Pack your Nantucket reds and embark on a picture-perfect weekend on Nantucket, just a quick ferry ride from the greater Boston area. With its cobblestone streets, shops, fresh seafood, and postcard-worthy beaches, it’s the quintessential New England destination you’ll keep coming back to. Pick up new threads at For Now boutique, bike to Sconset and admire the stunning homes dotting the cliff walk, or catch golden hour on the beach at Brant Point. There’s a reason people talk about time spent on Nantucket—it’s not just a summer thing. Nantucket is truly magical and once you’ve been, you’ll be planning your return!

The Land of Enchantment Awaits in Santa Fe, NM
Get lost in the desert oasis of Santa Fe, NM, and discover a city rich with spirit, story, and serenity. Known for its unique adobe architecture and storied past, Santa Fe embodies the Southwest’s distinct aura—reminding me how special this place really is. The historic downtown is a hub for local and high-end shopping, with artisan shops and art galleries offering everything from handcrafted jewelry to contemporary works. Visit landmarks like the Loretto Chapel and the Santa Fe Plaza and wander charming streets into hidden courtyards, browse boutiques, or sip a drink (or two) on shaded adobe patios. With a prominent wellness culture peppered with natural hot springs, yoga studios, and spas, Santa Fe is the ultimate desert destination that you’ll keep coming back to.

The Land of Enchantment Awaits in Santa Fe, NM
Get lost in the desert oasis of Santa Fe, NM, and discover a city rich with spirit, story, and serenity. Known for its unique adobe architecture and storied past, Santa Fe embodies the Southwest’s distinct aura—reminding me how special this place really is. The historic downtown is a hub for local and high-end shopping, with artisan shops and art galleries offering everything from handcrafted jewelry to contemporary works. Visit landmarks like the Loretto Chapel and the Santa Fe Plaza and wander charming streets into hidden courtyards, browse boutiques, or sip a drink (or two) on shaded adobe patios. With a prominent wellness culture peppered with natural hot springs, yoga studios, and spas, Santa Fe is the ultimate desert destination that you’ll keep coming back to.

Nantucket in 48 Hours: A Weekend on Island Time
Pack your Nantucket reds and embark on a picture-perfect weekend on Nantucket, just a quick ferry ride from the greater Boston area. With its cobblestone streets, shops, fresh seafood, and postcard-worthy beaches, it’s the quintessential New England destination you’ll keep coming back to. Pick up new threads at For Now boutique, bike to Sconset and admire the stunning homes dotting the cliff walk, or catch golden hour on the beach at Brant Point. There’s a reason people talk about time spent on Nantucket—it’s not just a summer thing. Nantucket is truly magical and once you’ve been, you’ll be planning your return!

Nantucket in 48 Hours: A Weekend on Island Time
Pack your Nantucket reds and embark on a picture-perfect weekend on Nantucket, just a quick ferry ride from the greater Boston area. With its cobblestone streets, shops, fresh seafood, and postcard-worthy beaches, it’s the quintessential New England destination you’ll keep coming back to. Pick up new threads at For Now boutique, bike to Sconset and admire the stunning homes dotting the cliff walk, or catch golden hour on the beach at Brant Point. There’s a reason people talk about time spent on Nantucket—it’s not just a summer thing. Nantucket is truly magical and once you’ve been, you’ll be planning your return!
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