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Vintage Adventure

Stay & Play Shopping Inspiration 

The Holiday season is quickly approaching, setting our minds to what gifts we should buy for others or what deals we simply cannot miss during this year’s Black Friday sales. But don’t panic – the experience doesn’t have to be soul-wrenching nor panic-inducing.

This season provides the perfect opportunity to explore small businesses and discover unique, one-of-a-kind items, all while placing your dollars directly into the community and its people.

Millions of people will celebrate Small Business Saturday this November with the local community in mind. Now is the perfect time to explore Florida’s Adventure Coast and the vibrant shopping in this destination, as well as take in some attractions along the way!

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Our two-day itinerary begins in Brooksville, with a historic downtown that recently celebrated 160 years since its founding. Brick-paved roads and a Christmas Village highlight this community, as well as many mom-and-pop restaurants and a rolling countryside dotted by farms and orange groves.

The second day follows in Weeki Wachee and Spring Hill, discovering outlets and unique stops along the way. Drop by one of the coastal parks, the botanical gardens or Weeki Wachee Springs State Park for a live mermaid show! Then end the day with a relaxing retreat at Pine Island Beach.

Day 1: Brooksville
Follow the route on the map

Start at Boyett’s Grove Citrus Attraction

4355 Spring Lake Hwy, Brooksville, FL 34601

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Old Florida at its best, Boyett's Grove is the perfect place to ship citrus to friends and family and experience this sprawling roadside attraction. Explore the kitschy gift shop, take a tour of the zoo or play a round of mini-golf.

Head north on Spring Lake Highway to Capricci’s Gifts and Remington Outpost for spa goods and western wear.

From there, turn left onto Cortez Blvd. / Hwy-50 and head west towards downtown Brooksville. The road changes names to East Jefferson Street.

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Turn left onto Cleveland Avenue to visit Peace Tree Trading Post. This Native American store resembling a log cabin is filled to the brim with unique authentic merchandise. A fan of Native American culture? Be sure and attend the annual Brooksville Native American Festival the first weekend of February.

Continue on East Jefferson Street / US-98 and take the next right onto East Liberty Street. Here you will find Rogers Christmas House Village.. This Holiday shop was a favorite for both locals and visitors alike until it closed in 2010. Happily the shop has reopened and is a delightful experience at any time of the year.

Nearby you will find other unique shops including The Pearl Porch, The Wired Bird, Westover’s Flowers and Gifts, and The Tilted Teacup Tearoom and Boutique.

From Roger’s Christmas House Village, backtrack to East Jefferson Street, and continue west to Easy Street Home Décor (on the right). 

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From Easy Street Home Décor it is easy to walk around downtown Brooksville. Nearby shops include House of Passage,Treasures from the Heart,, and Patricia’s Boutique. Stop by Week’s Hardware, one of the  oldest running shops in Brooksville; the owners recently celebrated 100 years in business.

While exploring the shops and restaurants of Brooksville you may spot some murals along the way.


Brooksville has a number of thrift stores and resale goods: hunt for possible treasures within Resale Gypsies, and The Plastic Flamingo Menagerie.

A short drive south of Brooksville is Masaryktown, a small community with Czechoslovakian roots. From downtown Brooksville it is just a short drive down US-41. Stop by M Collectibles for unique toys and figurines.

For an alternative drive through the country, head south on Main Street and cross over Cortez Boulevard. The street turns into Mitchell Road / 581. Turn Right onto Emerson Road, and continue for blank miles. Turn left onto Powell Road, and take the next left onto Culbreath Road. Turn right onto Ayers Road and look for M Collectibles.

End the afternoon with a Cuban sandwich at The Crazy Cuban  or the Masaryktown Café..

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Day Two: Spring Hill / Weeki Wachee
Follow the route on the map

Start at Black Oak Antiques

In the midst of familiar outlets is a hidden antique store with unusual finds. Take the opportunity to explore the other shops along Hwy-50 / Cortez Boulevard, of which there are many to choose from.


From Hwy-50, head west to Commerical Way / Us-19, and turn left. Immediately on your right is Weeki Wachee Springs State Park, the home of live mermaids. Stop by to catch a mermaid show and a riverboat cruise, and make sure to visit the gift shop on your way out for a mermaid-related memento to remember your visit.

Continue driving south on US-19 to explore other shopping in the Weeki Wachee Area. Among familiar retailers are such novel shops as The House of Claddagh, Junkyard Dog Antiques as well as Forgotten Finds and Not Too Shabby.



Interested in finding some book bargains? Visit Turn the Page and The Little Red Schoolhouse.

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Near  shopping is the Nature Coast Botanical Gardens, a volunteer-run community garden that can be enjoyed any day free of charge. From US-19, head south to Spring Hill Drive and turn left (east).

From the botanical gardens, head west and cross over US-19 to Osowaw Boulevard. Continue to Shoal Line Boulevard and turn right. Soon you'll reach Coastal Gifts, the perfect place for mermaids and seaside treasures.

Stop for lunch at one of the local coastal restaurants, or continue north and spend the rest of the day at the beach! From Coastal Gifts, head north on Shoal Line Boulevard and turn left onto Cortez Boulevard. Veer right onto Pine Island Drive and continue to Pine Island Beach Parkat the end of the road.

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Still looking for things to do in the evening? If you enjoy wine and art, no matter your skill level, you can enjoy the evening creating a masterpiece at Painting with a Twist while enjoying a drink from the on-site bar, or bring your own! Local breweries nearby include Brooksville Brewery and Marker 48. Register for an evening class at Painting with a Twist.