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if this is a bad day in anguilla i will 10/10 take it ☁️ 🏖 #anguilla #anguillatourism #anguillabeaches #axa #shoalbay #shoalbayanguilla #SSRyolo

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the perfect (birthday) weekend getaway. thank you @bostondubs for another opportunity to create unforgettable memories at tiny house 🏡 #getaway #getawayhouse #getawayoften #epsomnh #tinyhouse #tinyhouseliving #SSRyolo

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@getawayhouse nights include campfire nachos and beer flights for sure 💯 #getaway #getawayhouse #getawayoften #epsomnh #tinyhouse #tinyhouseliving #SSRyolo

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teaching barre is decidedly more interesting when standing on top of a bar 😂 #fatbaby #fatbabysushi #equinox #equinoxmademedoit #barreatthebarre #barreonthebarre #SSRyolo

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seven years ago i quit my marketing job at boloco with zero idea as to what i’d do next. as luck would have it, i was unemployed for only a few weeks before i started as @eventbrite’s boston “event evangelist” (thank you @bostontweet for that very important share). today, eventbrite’s goal of going public is finally coming to fruition! feeling proud of my work in the boston community, excited for my fellow britelings and thankful for so many of you who directly impacted the success of eventbrite in boston and beyond! we fucking did it. #tbt #throwbackthursday #eventbrite #eventbriteboston #briteboston #britespaceboston #nyse #eb #EBgoeslive #ssryolo

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the only good part about coming back from ptown ⛵️☀️ #boston #bostonskyline #bostonharbor #bostonharborislands #bostonharborcruises #provincetown #ptown #ssryolo

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been waiting all trip to get a beer 🍺 from this bus 🚌 #anguilla #thevalleyanguilla #dubdoes40 #SSRyolo

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grateful, thankful, beyond lucky - happy birthday, @bostondubs! 🎉🌴☀️🐠🍹 anguilla #anguillabeaches #shoalbay #dubdoes40 #SSRyolo

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in the words of bob marley 🎶 love the life you live, live the life you love 🎶 #anguilla #anguillabeaches #sunshineshack #rendezvousbay #dubdoes40 #SSRyolo

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go down the cape? nah. shoal bay, just as beautiful as i remember (and quiet af) 🌴☀️🍹👏🏼 #anguilla #anguillabeaches #shoalbay #shoalbaybeach #tlpicks #worldsbestbeach #dubdoes40 #SSRyolo

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not sure i’ll ever get over this beautiful creature 🦁 #earthday #earthday2018 #kruger #krugernationalpark #lukimbi #safari #southafrica #travelsouthafrica #SSRyolo

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leaving south africa 🇿🇦 with a few new yoga tricks🧘🏼‍♀️ an enhanced wine palette🍷 and a newfound appreciation for nature 🦓🦒🐒🐘 i’d say we nailed it, @segilbert! 💯 🦒 #kruger #krugernationalpark #lukimbi #safari #southafrica #travelsouthafrica #SSRyolo

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the elephants here are so happy and beautiful - this is one of a HUGE heard 🐘 #kruger #krugernationalpark #lukimbi #safari #southafrica #travelsouthafrica #SSRyolo

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uber driver turned tour guide turned friend 💛 spending our final day with bertram exploring stellenbosch was the perfect way to cap off our time in cape town ⛰ a reminder that we travel the world not only to see the sights but create genuine connection not possible otherwise 🙏🏼 #grateful #stellenbosch #visitstellenbosch #delairegraff #delair #uberdriver #ubereverywhere #SSRyolo

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yes, we will take some wine🍷 with our cheese 🧀 #stellenbosch #stellenboschwineroute #lavenir #lavenirwine #pinotage #cheninblanc #SSRyolo

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well, it turns out there are a bunch of penguins in south africa 🐧🇿🇦 #capetown #bouldersbeach #southafrica #africanpenguin #travel #traveling #wanderlust #SSRyolo

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est. 2009, beacon hill, boston, ma - and now we’re here 👯‍♀️ #capetown #capetownetc #capetownguide #cityofcapetown #capetownsouthafrica #southafrica #travel #traveling #wanderlust #SSRyolo

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“stay out of the vineyards” said to me 10 minutes after this picture was taken 🤷🏼‍♀️ #capetown #capetownsouthafrica #grootcostantia #costantania #SSRyolo

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trying to think back to places and times where there was no snow 🙅🏼‍♀️❄️ #mustique #mustiqueisland #mustiquemoments #svgi #wanderlust #travel #travelgram #celeste #SSRyolo

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“if loving donuts 🍩 is wrong i donut 🍩 want to be right” - @holydonutmaine #maine #portlandmaine #portlandme #holydonut #SSRyolo

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avoiding st. patrick’s day by throwing down mojitos and looking at pictures of gatos @elcafehavana 🇨🇺 🐈 🚪 throwbackthursday #cuba #travelcuba #havana #oldhavana #travelhavana #habana #lahabanavieja #immersecuba #SSRyolo

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#tbt to me + this beautiful little lady 🕶🐶 - hard to believe @segilbert and i arrived in japan a year ago today! can’t wait for our next adventure 🇿🇦 #osaka #osakajapan #traveljapan #osakacastle #SSRyolo

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alternative fact: pineapple🍍blended street-side with a heavy pour of @_havanaclub🍹rum is better than any margarita 📸 @bostondubs #nationalmargaritaday #tbt #anothertbt #cuba #travelcuba #havana #oldhavana #travelhavana #habana #lahabanavieja #casaacosta #immersecuba #thisiscuba #tlpicks #airbnb #SSRyolo

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our veranda at our @airbnb in havana was my favorite 💛 it was the perfect place to take in the cuban culture from a birds-eye view - vendors selling fruit 🍉 , kids walking to school 👫, dogs 🐕 and cats 🐈 running around, loud music 🎶 , even louder roosters 🐔 all the while @maykel83 making us the most delicious cuban breakfast including coffee 🍳 from his mom’s farm ☕️ 🚗 #tbt #cuba #travelcuba #havana #oldhavana #travelhavana #habana #lahabanavieja #casaacosta #immersecuba #thisiscuba #tlpicks #airbnb #SSRyolo

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@bostondubs and i just got back from unparalleled travel experience to havana, cuba. our @airbnb host @maykel83 not only provided us with accommodations but was our personal chef, concierge and friend. from our experience, havana was an incredible city full of people greeting americans with open arms. YES, you CAN GO TO CUBA 🇨🇺. stay at #casaacosta. eat at local restaurants and bars. hire local guides. drink the rum, smoke the cigars. literally the easiest immigration + passport process in and out of the country. already planning our trip next year 🇨🇺❤️🇨🇺 #cuba #travelcuba #havana #oldhavana #travelhavana #habana #lahabanavieja #airbnb #SSRyolo

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sun ☀️ and surf 🌊 for breakfast #bequia #sugarreefbequia #wanderlust #travel #travelgram #celeste #SSRyolo

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will trade manual labor ⛵️ for bottomless rum punches 🍹 #mustique #mustiqueisland #frendshiprose #thefriendshiprose #wanderlust #travel #travelgram #celeste #SSRyolo

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... DŌn’t mind if we do! thankful @bostondubs puts up with my snack-seeking habits (and waits in excessively long lines) while we roam NYC 🍎 #docookiedoughconfections #docookiedough #cookies#dough #cookiedo #SSRyolo

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thinking of my bestie @segilbert as she travels the world without me 🌎 i’ll be especially devastated if there are any cat cafes in sri lanka 😩 #tbt #throwbackthursday #tokya #akihabara #catcafe #mochacatcafe #bestdayever #SSRyolo

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gimme a bike and some cows and i’m all set ✅ 📸 @eddnaud #tbt #throwbackthursday #duvineadventures #eventbrite #weareeb #wewereeb #loirevalley #SSRyolo

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as a self-professed peanut butter addict, the @bullyboybooze @tedpeanutbutter dream cocktail made with white rum, peanut butter fat-washed rum and a heaping spoonful of peanut butter itself is by far one of the top 3 best cocktails i have ever had 😋 #newmarketsquare #bullyboybooze #teddiespeanutbutter #SSRyolo

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such a special night celebrating the duo of #lilleyfoundherforrest 🌸➡️🌲🌲🌲 - not only a wonderful night celebrating their love, friendship and fondness of amazing food and drink (yes that's a @spikedseltzer), but also a reminder of being incredibly grateful for the love they've helped create 😊#landana #landanagrill #lillypulitzer #spikedseltzer #SSRyolo

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came for the pretzel 😛stayed for the beer 🍻 #harpoon #harpoonbeer #beer #craftbeer #pretzel #beercheese #seaportboston #SSRyolo

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really wishing i was with my spirit animal to celebrate #internationalcatday 🐱 🇯🇵 #tokyo #tokyocats #tokyocat #catcafe #catcafemocha #catsofinstagram #persiancat #SSRyolo

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