Our week long vacation to Martha’s Vineyard consists mostly of going to the beach and hanging out at the house. Max & I always do one date night and we’re able to continue that tradition again, even though our daughter was with us (grandparents make the best babysitters 🤣)
Outfits inspo included in this post: travel outfit, brunch date, beach day, mommy and me matching (a must whether you’re on vacation, or not), and date night.
Travel outfit: This was our first long road trip with a baby. In fact, our one year old has never been in the car longer than a 1.5 hour stretch! We expected the worst, packed enough snacks, activities, and coco melon songs to make it straight through! I knew I’d be splitting my time in the passenger seat but also crammed in the back with Olivia to keep her busy. I needed comfort but was struggling to look cute once we reached Woods Hole and would be grabbing dinner/drinks at The Lookout Restaurant. This chambray jumpsuit was the answer! It is a jumpsuit and there are buttons, which cuts into your time at a rest stop. But, it’s functional and adorable! Paired with a white bralette for comfort and a headband turban for fashion.
Brunch outfit: another tradition I’ve made on the island, is to grab an açaí bowl from Blissed Out MV. I’ve been stopping here for years and more recently, they’ve added the cutest patio. Bright and colorful and tables are pretty available since we hit the towns on the “rainy” days. This white shirt dress from Petal and Pup has been sold out for awhile. As soon as it restocked, I jumped on the opportunity. Three quarter length sleeves, ruffle hem, and v neck make this the perfect style for summer! I loved pairing it with a straw hat from a local island hat boutique and fun sandals. You can also peep my straw purse! It’s been the best summer purse and it’s such a statement piece that it always gets a compliment!
Beach Day: This polka dot one piece is the Pink Lily x Caitlin Covington collection. This is my first one piece but the print and style is so feminine, I want to purchase more!! The straps are removable and so is the belt. Luckily, the material of the belt is made to last in water so you don’t have to worry about removing it. I love that it cinches your waist and gives you shape while wearing a one piece.
Mommy & Me matching: who doesn’t love a good matching set? To be honest, I’ve never been a big fan of Lilly Pulitzer. While the designs are cute, the print is a little too colorful and loud for my style. There’s a Lilly Pulitzer boutique on the island so when I saw this matching set, I knew I had to pack it for the vineyard. I love the bright top and pairing it with white pants to keep it neutral. The cowl neck is very flattering and the straps are adjustable. I love this bubble dress with matching bloomers for baby. We wore our matching outfits around edgartown and I noticed a few other moms matching their daughters. It will never get old for me!
Date Night: another loud and colorful dress. But I love the tie dye look! Sunset on the vineyard is one of my favorite memories. And this dress definitely reminds me of the sky after sunset – naturally, I had to take a pic! It’s already cinched at the waist so the tie belt isn’t really functional but I love the texture it adds to the dress. It gets chilly at nights (at least in June) so having long sleeves to wear during the evening was perfect. The dress is also a really good length. I was worried about it being too mini but I was able to wear it with heels (I’m 5’3” for reference). I purchased from a small boutique based in Charlotte. They’re not yet on LTK, but an exact link to the dress can be found here.
We tried out a new restaurant to us for dinner – Garde East. The location sits right on the harbor in vineyard Haven. The wine selection is impressive! They also have a beautiful bar area so I can see us grabbing drinks here on the water on our next visit!
That wraps up my Martha’s Vineyard vacation posts! It’s a really casual trip but it’s so fun to pack some dressier items too! Next up will be some posts about our trip to Portland, OR… Stay tuned! Xoxo