Logo featuring a stylized sunburst design with the initials 'TSG' in the center, below which reads 'THE SCOUT GUIDE' with a trademark symbol. The color scheme is gold and white, projecting an elegant and upscale brand image.


A picturesque coastal scene featuring a distinctive lighthouse with a red and black beacon, guiding the way for The Scout Guide adventurers. A well-trodden path leads towards the structure, flanked by lush greenery and a serene golf course, all under the expansive blue sky. The nearby quaint cottages add a touch of local charm to the scenic landscape.


Valued over $8,000

We’ve partnered with incredible local businesses on charming Nantucket island to craft a one-of-a-kind experience for one lucky winner and a guest. Our winner will enjoy a two-night stay at Faraway Hotel, a private Hinckley picnic sunset boat cruise, vouchers for shopping in picturesque downtown, craft drinks and cuisine at Cisco Brewers, and more!

What’s included?

A sleek blue motorboat with chrome trim and wooden detailing is cruising on calm waters. In the background, a picturesque lighthouse adorned with an American flag pattern stands by a stony shoreline. Adjacent to the lighthouse, a quaint green-roofed house overlooks the sea, embodying the classic coastal charm often highlighted in The Scout Guide. Clear skies and gentle waves accompany a serene maritime scene.


Private Quintessential Hinckley Picnic Boat Sunset Cruise


Nantucket Mermaids is your go to for all things yachting on Nantucket and worldwide. With a curated fleet of privately owned charter yachts in the world’s most sought after harbors, they will send you out on your very own Hinckley Picnic Boat 36' with your choice of Captain as your guide! Explore deep into the inner harbors of Nantucket, and consider her your private transport to Toppers at the Wauwinet! Note: eight guests max, three-hour cruise, subject to availability. Hinckley not pictured above - 44’ Zeelander Wild Fig - also available for charter in Nantucket and Palm Beach

An elegant outdoor patio setting reflecting The Scout Guide's aesthetic, featuring a collection of rattan furniture with plush cushions, a herringbone brick floor, white umbrellas, and an arrangement of lush green plants in terracotta pots, creating a serene and sophisticated space for relaxation and social gatherings, nestled beside classic white and shingled buildings under a clear sky.


Two-Night Stay in Premium King Room


Faraway Nantucket boasts six buildings, a restaurant, and an outdoor courtyard in the heart of downtown Nantucket. Within walking distance from the ferries, beautiful shops, and restaurants, this is the perfect place to call home during your visit to the island. *Sept-December (except holiday weekends & subject to change)

Interior design vignette featuring a white shelf with eclectic decor including books, puzzles, and vases of flowers, set above an elegant white desk with blue and white stools, all curated in the style of The Scout Guide.


$750 Gift Card and Custom Basket 


Centre Pointe is your destination shop for unique home decor and high-end style. Enjoy $750 to shop in-store or online, in additoin to an iconic custom Nantucket gift basket.



Travel Voucher


Let The Scout Guide help with your travel expenses (i.e., airfare, additional meals, rental car).

A cheerful person wearing a green baseball cap with The Scout Guide logo, enjoying a fizzy beverage from a red can outdoors.


Gift Cards


(2) $250 gift cards to use for food and beverages.

A warm and inviting bar area radiating the upscale charm of The Scout Guide. The wooden bar is lined with elegant rattan bar stools while an array of curated spirits are beautifully displayed in arched wood-framed shelves behind it, accentuated by decorative items that add to the sophisticated ambiance.


Dinner for Two


Enjoy elevated spirits and seafood-inspired New England cuisine at Faraway Hotel’s restaurant, cafe, and cocktail lounge.



Personalized Itinerary


We’ve built a pretty great trip, but if you have questions prior to and upon your arrival, or need insider information, our TSG Nantucket editor is here to help every step of the way. 

A woman stands by the sea wrapped in a blue shawl, embodying the coastal elegance inspired by The Scout Guide. She gazes into the distance, her posture relaxed yet confident, arms crossed in a self-embrace. Her attire, completed with crisp white pants, captures a serene, upscale casual aesthetic perfect for a seaside setting.


Cashmere Wrap


The coziest wardrobe essential, oversized and incredibly soft, this double-face cashmere wrap is the perfect year-round accessory and ideal for chilly Nantucket evenings.

A vibrant culinary spread featuring a collection of gourmet dishes, including succulent steak topped with herb butter next to asparagus, a fresh salad with strawberries and feta cheese, salmon paired with colorful vegetables, and a chicken entree garnished with green leaves on a bed of potatoes and onions, all artistically presented on various plates. The bright sunshine highlights the textures and colors of the food, indicative of The Scout Guide's focus on high-quality local dining experiences.


Brunch for Two


Enjoy a special brunch for two at Nantucket’s best healthy restaurant—where fresh, simple, good-food-for-all is served up daily.

Experience the best of Nantucket’s local business scene and unique experiences