The 50^th Annual Nantucket Stroll will take place from Friday, December 6 through Sunday, December 8, 2024. Santa arrives Saturday via his nautical “sleigh” at noon. Additional holiday activities include roaming Victorian carolers, the Magical Talking Tree, craft shows, a European-style Christmas Marketplace and more. The fiftieth holiday celebration is not-to-be-missed!

 

Nantucket's boutiques and restaurants will celebrate Stroll Weekend with special sales, promotions, and holiday cheer. For a listing of shops, restaurants, and accommodations, visit ShopNantucketIsland.com.

Stroll Weekend highlights include:

 

Alice Walk

18B Federal Street

Enjoy 30% off storewide from December 4 through December 9, 2024.

 

bar Yoshi and O bar

7-8 and 21 Old South Wharf

bar Yoshi and O bar will be open for Stroll weekend from 10:00 a.m. to 10:00 p.m. Enjoy special food and cocktail specials, and a pop-up shop outside with handcrafted holiday gifts.

 

Beau & Ro

4 Federal Street

Find 30% off storewide and a gift with purchase of a Nantucket Red Sweater for orders over $500 (while supplies last). 

 

Cattivo

20 Centre Street

Enjoy 30% off storewide and $20 merchandise bins freshly stocked.

 

Centre Pointe

22 Centre Street

Visit Centre Pointe for “Stroll 'Secco" on Thursday, December 5, 2024 from 3:00 p.m. to 5:00 p.m., Friday, December 6 and Saturday, December 7, 2024 from 10:00 a.m. to 5:00 p.m. Additional highlights include $5, $10 and $20 Boxes filled with season end inventory.

 

DAWN

2 Harbor Square

Open 9:00 a.m. to 7:00 p.m. daily throughout Stroll weekend offering sales on women's and men's clothing ranging from 30-50% off. Children's clothing is 10%-30% off. 

 

Freedman’s of Nantucket

14 Centre Street

Save up to 40% off the entire store.

 

G.S. Hill Gallery/Nantucket Pearl Company

40 Straight Wharf

Open daily now through December 8, 2024 from 10:00 a.m. to 4:30 p.m. Shoppers will enjoy sips and sweets Saturday, December 7, 2024 from 11:00 a.m. to 4:00 p.m. Visit G.S. Hill Gallery on Saturday of Stroll weekend to enter the annual free raffle drawing. (Tickets are free for shoppers. No purchase required. The winner must be present.) Pick up raffle tickets at the gallery.

 

Isobel & Cleo

The Courtyard at 16 Straight Wharf

Shoppers will enjoy wine while shopping.

 

LOLA

10 Old South Wharf

The Love Shack by LOLA will be offering 20% all full priced items (*some exclusions apply), and they will also have a curated selection of sale product.

 

Lola 41

15 South Beach Street

Open Tuesday through Sunday with dinner service beginning at 5:00 p.m. on Tuesday, Wednesday and Thursday. Friday dinner service will be available starting at 3:00 p.m. and Saturday Lola will open at 12:30 p.m. with lunch specials in addition to the dinner menu. 

 

 

Nantucket Boat Basin Authentic Shop

33 Straight Wharf

Save up to 50% off select merchandise (Stroll items excluded). Shop for special Stroll merchandise all weekend long including the original Nantucket Stroll Scarf, created 19 years ago by Nantucket Boat Basin Authentic Shop. Get one before they are gone!

 

Olivela

25 Centre Street

Olivela will be open from November 25 through December 8, 2024, featuring many special shopping opportunities including a L'Agence Pop Up shop showcasing their curated winter collection; the HECH Collagen Bar serving refreshing collagen drinks designed to nourish and revitalize; a special gift with purchase on select items up to $140 value; and an exclusive VIP offer featuring $150 off every $500 spent.

 

Sara Campbell

5 South Beach Street

Enjoy special surprise discounts in the store from December 5 through December 8, 2024 between 10:00 a.m. to 5:00 p.m.

 

Skinny Dip Nantucket

23 Old South Wharf

Find 50%+ discounts on items all weekend long!

 

Slip 14

14 Old South Wharf

Dinner will be a two-course price fixed for $69 per person. Reservations for dinner will be accepted (Friday and Saturday presently sold out); with lunch served on a first come, first serve basis. A festive specialty cocktail menu will be available as well as holiday hats, stroll hoodies and other swag!

 

Southern Tide

34 Main Street

50% off purchases of $250 or more December 5through December 8,2024.

 

Summer Shades

The Courtyard at 16 Straight Wharf

Enjoy up to 50% off select sunglasses while sipping Summer Shades’ signature Sugar Cookie Martini.

 

The Black Dog

32 Main Street

Save 50% off 2024 classic tees and Nantucket Homeport tees and receive a free tote with $125+ purchase. Additionally, holiday pajamas for the entire family will be available.

 

 

Valentina Kova

44 Main Street

Save up to 70% off with additional promotions through December 8, 2024. During Stroll Weekend only, spend $500 - get $50 off; spend $1,000- get $100 off; spend $2,000 - get $200 off; spend $3,000 - get $300 off (on full price merchandise only).

 

Veronica Beard

11 South Water Street

Veronica Beard store will be hosting a special in-store event on Saturday, December 7, from 1:00 PM to 4:00 PM. Guests can enjoy hot cocoa and cookies inside the store during this time. Additionally, Veronica Beard will generously donate 15% of the event proceeds to Nantucket Dreamland.

 

NIR Retail

NIR Retail, a New England Development company, leases 100 of Nantucket’s premier retail locations found on Nantucket’s most popular shopping streets: Main, Centre, Federal, South Beach and South Water, and on Old South Wharf and Straight Wharf. Shops and galleries include Veronica Beard, Olivela, Southern Tide Nantucket, Skinny Dip Nantucket, Cavalier Ebanks Gallery, Brown Basket Gallery, vineyard vines Nantucket, and Vis-à-vis. Favorite Island restaurants include CRU, Lola 41, Ventuno, The Nantucket Tap Room, The Gaslight Nantucket and more. Located off the coast of Massachusetts, Nantucket has welcomed generations of visitors and residents. Its world-class shops, restaurants, hotels, and seaside beauty have made Nantucket one of the most popular resort destinations for vacationers from around the globe. Visit ShopNantucketIsland.com for a full listing of galleries, shops and restaurants. 

 

New England Development

For over 50 years, New England Development has taken a creative, entrepreneurial approach to real estate development and management, delivering, and sustaining successful projects across a wide range of property types. The company’s national portfolio includes mixed-use developments that combine retail, residential, office, lab and hotel use, outlet centers, high-end and street-front retail, airport retail, hotels, golf courses, restaurants, and marinas. New England Development’s diverse portfolio includes CambridgeSide in Cambridge, MA, Chestnut Hill Square in Chestnut Hill, MA, Outlets of Des Moines in Altoona, IA, Clarksburg Premium Outlets in Clarksburg, MD, Newburyport Development and Marinas, Nantucket Island Retail and The White Elephant Resorts, among others. For more information, visit NEDevelopment.com.