Monthly Subscription Boxes


NEW – A special 20th Anniversary chocolate subscription for 2024

Starting in January 2024, we are celebrating our 20th anniversary with new, never-offered-before chocolate confections in every box (available to order starting in Nov & Dec 2023).

3, 6 and 12 Month Subscriptions

What’s included in the monthly subscription:

Each month, the gift box will include 2-4 chocolate items carefully curated from the Dean’s Sweets 20th Anniversary Collection. Items will be matched to the month and season to include non-denominational holiday items, such as chocolate hearts in February and chocolate pumpkins in October. Plus, free shipping is included on all boxes!*


  • January: NEW Maine sea salt caramel popcorn! Plus, Double dark hot chocolate –Dean’s house-made marshmallows.
  • February: New passion fruit hearts! Plus, Dean’s Sweets top-selling truffles, caramels, & buttercreams.
  • May: NEW coconut clusters. Plus, a bouquet of half-dozen chocolate flowers in milk, dark, and white chocolate.
  • July: Dean’s award-winning Maine sea salt caramel sauce and hot fudge sauces, plus NEW Kir Royale truffles.
  • October: Dark and milk chocolate pumpkins plus a bonus box of pumpkin truffles with all the spices of pumpkin pie and NEW 20th Anniversary chocolate coins.
  • December: NEW hot buttered rum truffles. Plus dark and white peppermint bark and Dean’s Sweets 8pc holiday assortment.
*For those in warmer climates (78-80°F or above anytime in the next 7-10 days) a $10 warm-weather shipping charge may incur. You can make this selection at checkout.


  • If you order before the 21st of the month, you will receive that month’s gift box, shipped within 7 days. Subsequent boxes will ship approximately every 30 days from your order date.
  • If you order after the 21st of the month, your gift subscription will start with the next month’s box.
  • Shipments may be delayed due to excessive heat or other extreme weather. Thank you for your understanding.
  • Currently, we ship only within the United States.
  • Once your subscription has ended it will not automatically renew. No need to remember to cancel!
  • As an added bonus, shipping on all subscription boxes is included free of charge.*

Additional information


3 month, 6 month, 12 month


We make gifting easy!
Hand-crafted chocolates wrapped and delivered.