With the annual Figawi Race Weekend being only a month away, I figured I’d throw together a bunch of classic photos from years past.









Have any good Figawi photos worth sharing? Send them over.
With the annual Figawi Race Weekend being only a month away, I figured I’d throw together a bunch of classic photos from years past.









Have any good Figawi photos worth sharing? Send them over.
Filed under Travel
With the winter term coming to a much needed end, most of us prep’s are headed to the airport for a mental breather. Some of us say au revoir to America and head to Europe for a dose of cultural indulgence, while the majority of us head south clad in our favorite preppy outfits: Nantucket red shorts, Sperry’s, and Raybans; nothing is better. Every preppy boy and girl needs the summer staples when heading south, and because most of us have forgotten due to the cold winter weather. I’ve taken the liberty of thinking of a few for you.
Don’t even worry about the bikinis, and the shorts yet any good girl knows the first thing to pack is shoes. If you remember three shoes for your spring vacation, I promise you will be more than pleased. Sperry’s, Tory Burch sandals , and Wedges. Sperry’s are a must, and if I have to give an explanation why then you are fooling yourself by thinking your preppy; just pack them. The beautiful thing about Tory Burch sandals and wedges are that they go with anything. You can dress up both, or wear them casually either way they’re fabulous.
Now that shoes are taken care of you can worry about clothing. First thing; Lilly Dresses. Any Lilly Dress is perfect for dinner after a day at the beach with their bright colorful prints you’ll attract all the preppy boys. For the beach, a big, worn oxford is the perfect cover up that always looks adorable. J.Crew Chinos are a must as well, and the brighter they are the better. Nothing beats Chinos and a vneck for a simple laid back look.
These are only a few things that are a must have while south of the Manson-Dixon Line. Yes, sun tan lotion is really important and all, but I’d rather be burnt and well dressed, then pale and out of style. Remember, its spring break its mandatory that you cut loose, but relaxation doesn’t imply that you neglect your style.

Seven Mile Beach, Grand Cayman
Filed under Travel
Last weekend myself and some buddies piled into the car and made the trip up to Mount Snow in Vermont for some skiing. Definitely not our ideal location but skiing nonetheless. While there we ran into some bros and gals from St. Johnsbury Academy, one of Vermont’s oldest prep schools that has produced numerous senators and a president in Calvin Coolidge. When I asked how the skiing had been I received a strange look. Then it hit me and my buddies, not one of them had poles, they were all snowboarding.
I was in awe, I had always viewed skiing as the traditional winter sport epitomizing the prep-school lifestyle. If anyone remembers the Johnny Tsunami movie, skiing was only for the elite private school kids and snowboarders weren’t allowed on their side of the mountain. What happened to the good old days? Maybe times are changing and snowboarding is becoming acceptable among the elite when it used to be just for mountain bums. I’m not sure what the answer is so I figured who better to ask but the preps yourselves.
With all that money being poured into the resort the mountain is becoming a luxury to ski at and one of my new favorites. The same investment group has also bought nearby Burke Mountain and is transforming the small slopes into a hotbed for skiers. Although a four and half hour drive from Boston these mountains are guaranteed to have some of the freshest powder in New England and are a prime location for prep schoolers who want to hit the slopes over winter break.
From the family lodge,
Nantucketredman

Having grown up on a harbor bordered by yacht clubs on every side, the rivalry between powerboats and sailboats has always been unavoidable. Most clubs even host annual “Power vs. Sail” tug-of-war tournaments on their Opening Days. On one hand, sailors consider themselves to be more “skilled” boaters; easily justifiable since sailing is more about the act of boating itself, with rigging and hoisting being the most important actions. Whereas, power boating is more focused on arriving at a destination.
Personally, after a few childhood years spent in summer sailing camp, I much prefer power boating. Coming from a family with a love for waterskiing and fishing, a sailboat seems to be an impractical choice. However, I could not have more respect for the sailing culture—knot tying, tacking upwind, making sure the boom doesn’t knock anyone out…
Whether it’s an FJ or a catch, a picnic boat or a sport fisher, everyone has their own preference. Which side do you identify with?
Parker Regan, graduate of Suffield Academy
A teen who had just graduated from a posh Connecticut boarding school was killed in Montana when he “fell out” of an ATV driven by his drunken former roommate, police said.
Honor-roll student Parker Regan, 19, was killed early Thursday when his ex-roommate, Sinclair Welch, 19, tried and failed to navigate a turn at the luxury Yellowstone Club, a ski and golf resort for millionaires, cops said.
Regan died from his injuries, and Welch was charged with vehicular homicide while under the influence and held on $50,000 bail at the Gallatin County jail in Montana, local news reports said.
Both teens attended the $48,400-a-year Suffield Academy, in Suffield, Conn., and were on vacation at the $18,000-a-year resort — which counts Bill Gates as a member — with Welch’s family.
Welch’s father, Leighton Welch, is the founder of Welch Capital Partners LLC. Regan’s father was a founding partner of the health care consultancy The Chartis Group. Welch was recently named a senior all-star on the boys soccer team, the school’s Web site showed.
“They’re great boys; I adore them,” said a Welch family friend and neighbor.
This is the feel-bad story of the summer. Listen up my prep school brothers: If you are going to have a few beers and have access to an ATV, just watch some clips of “Jackass” on your iPhone and stay inside. Don’t get behind the wheel.
This story just sucks, and I need to read or see something good and I need to read it yesterday. Where are the photos of the Italian Olympic women’s volleyball team? Here, look at these, quick:

Filed under Guys, Prep School Life, Travel
LITTLE COMPTON, R.I. July 29, 2012 (AP)
Gray’s Store in Adamsville village brought in customers for years with its old-fashioned marble soda fountain, cigar and tobacco cases, and Rhode Island johnny cakes.The 224-year-old business may be the oldest operating general store in America, although others have staked similar claims. The Rhode Island store near the Massachusetts line opened in 1788. Now owners say this year is its last.
Gray’s is set to close Sunday afternoon.
Owner Jonah Waite inherited the shop after his father died of cancer last month. He said Saturday it was a hard decision to close the store and leave behind all the history, but the shop’s finances aren’t sustainable and a supermarket down the street has siphoned away business.
Waite, 21, who will be a senior at the University of Hartford in Connecticut in the fall, also is consumed with pursuing a career in sports journalism.
“Obviously, I understand the historical aspect of it, and I would really love to keep it the way it is, but it doesn’t seem to me that that’s the most feasible option,” Waite said. “With the economy … the place has lost its attraction, lost its luster.”
Sad news in Little Compton (not to be confused with Compton of NWA fame).
My family has gone to Gray’s for ice cream for years. What a bummer. Adamsville is kind of part of Little Compton. For those who don’t know Little Compton, it’s a haven for preps who have 2nd homes. Is it really prep? Put it this way: one of my classmates has a house there and his name is Ned Teddy. It looks like the end of the line for Gray’s. Too bad!
Filed under Prep School Life, Travel
Dear Readers,
I have a confession. I was trifling through my things getting ready to leave my house for a day trip and came to the realization that I have a serious problem. It’s called monogramitis. This terrible disease is basically the need to monogram everything one owns. From pillow cases to gym shorts to my backpack, I have my initials on practically everything. Not only is monogramitis a personal issue, but it is infectious and has caused many of my friends to start down its dangerous path. It has proven quite difficult for me not to adore things that are specifically mine and cannot be mistaken for anyone else’s so I have decided that, despite how risky this is, I need to share my love of monogrammed items with all of you. I have found Converse shoes, iPhone cases, virtually indestructible “Roadie” cups, and rain boots that can be monogrammed to your liking. (By the way, Vineyard Vines also has phone cases that make me happier than a five-year-old in Disney World.) If monogrammed things aren’t for you, that’s fine too. I discovered some classy knit bow ties to keep you/your guy’s preppy neck warm for the fall and winter and some tacky shorts to watch the London Olympics in. Enjoy!
Send in pictures of your favorite monogrammed item to the Twines & Vines Twitter page and you may be featured on our Instagram!
<3 Stay Preppy
Filed under College, Fashion, Girls, Guys, Prep School Life, Random, Relationships, Swag for the gents, Swag for the ladies, Technology, Travel, Uncategorized
The Story: Awarded the games by default after the withdrawal of Tehran, the Games of the XXIII Olympiad also saw a boycott by 16 countries (mainly those of the Eastern Bloc) and truly represent a historic moment in Olympic history. Since the United States’ withdrawal from the 1980 Olympics in Moscow, 1984 would be the first time since Montreal in ’76 that American athletes would have an opportunity to represent their nation in sports competition. On a shoe string budget, Los Angeles hosted one of the most successful Olympics for the United States to date, winning a total of 174 medals, a staggering 115 medals more than West Germany’s second most of 59.
Streaker Sports, one of The Boss’ favorite athletic apparel companies is owned by former prep schooler Grant Hewit. Grant attended the Delbarton School in NJ before playing lacrosse at Princeton. Oh, and his bro (same schooling) starts in cage for the LXM Pro Tour. If you aren’t wearing these shorts cheering on USA in London, you should just quit.
Get yours here!
Filed under Sports, Swag for the gents, Travel
From ACK & MV to the Hamptons to Myrtle Beach, here are some of the T&V staff’s favorite videos. Have a safe and fun 4th.
(Warning: Some videos contain profanity).
No better beach gathering than Nobadeer.
Wish my pool parties were that cool.
Gotta love the lead actors in the most American movie of the century being Aussies.
Love the mayor’s coat.
Kenny f*ckin’ Powers.
The hub.
Send us your 4th of July photos and stories! Rep the prep!
Filed under Film & TV, Prep School Life, Travel

The newest female blogger for Twines & Vines. First off, I’m very excited to have the opportunity to write for The Boss. I’m typing this on my boat which fits me very well since I am East Coast Yachter. I am a preppy Cape Cod gal and sailing is a huge part of my life. I’ll blog all summer long about fashion, regattas along the Cape, and many more surprises.
xo
Filed under Fashion, Girls, Swag for the ladies, Travel