The holidays sneak up fast, but no worries because I’ve got your gift giving covered. From adventure-seekers, fashionistas, fitness focused and beyond, this is your one stop Naples Holiday Gift Guide to filling their stockings with cheer from local vendors in 2021. Before you go shopping for the perfect gifts to wrap and put under your tree, take a look at some favorite local businesses.

These locally owned small businesses are perfect for gift cards, entertaining out-of-town guests and relaxing during the holidays. I love to support local businesses year-round. This year I am sharing some of my favorite Naples small businesses where you can find the perfect gifts for everyone on your list. Here’s my curated Naples Holiday Gift Guide (2021 Edition).

Sonja’s Top Picks

Pure Florida

Fishing charters, jet boat thrill rides, jet ski rentals & more. Pure Florida is fun the entire family will love! Your adventure seeker, fishing enthusiast and boater will appreciate a Pure Florida stocking stuffer.


Lux Boutique

I’m a fan of everything at Lux! Shop for the fashionista on your list, for a unique holiday party outfit, stylish bags (AKA Haute Shore) and great hostess gifts. Gifts from Lux do not disappoint.


Picnic Cultures

Let Picnic Cultures create the perfect setting to celebrate a special occasion or event. Enjoy time with family and friends in a memorable, magical setting everyone will be talking about for years to come.


Adventure Seekers on Your List

Naples Princess Cruises

550 Port O Call Way

All aboard the Naples Princess for a spectacular sunset cruise and more! Enjoy cruising Naples Bay into the Gulf of Mexico. My Live Like a Local Facebook group recently met for a sunset dinner cruise and had a fantastic time! Choose from many options – sightseeing cruises, private charters or book a special event. Learn more on their website.

Key West Express

1200 Main Street Fort Myers Beach & 951 Bald Eagle Drive

A few days spent in Key West is sometimes just what’s needed to recharge. Gift your favorite traveler tickets on the Key West Express, departing from Fort Myers Beach and Marco Island (in season). They will sit back and relax on a four hour cruise docking on Grinell Street in Key West.

Corey Billie's Airboat Rides - Naples Holiday Guide

Corey Billie’s Airboat Rides

20610 Tamiami Trail East

A tour of the Florida Everglades isn’t just for tourists, although it’s fun to take visitors here for the afternoon. With native Floridian guides you will be taken deep into their 200-acre preserve, seeing wildlife along the way, hearing stories of old Florida and having old-fashioned fun. Gather a group and enjoy the ride. For more information, start here.

Pure Florida

1200 Fifth Avenue South

When in Florida, do as the Floridians do – go boating! I’ve been on a jet boat tour and a sunset cruise with Pure Florida and had a great time. Try it – super fun and something different. They have many boating options, including Bark on the Ark, making it a perfect gift card option for boaters (and dogs) on your list. Learn more here.

One-of-a-Kind Experiences

Picnic Cultures

Naples-based events business

Picnics have truly never gone out of style and why would they! Being out in nature and surrounded by good people, good food and refreshing cocktails is just all around good for the soul. Having traveled to countries all over the globe and experiencing the way many cultures dine alfresco, we are constantly inspired to bring those experiences back home to the people we love. Natasha, founder of Picnic Cultures elevates your picnics by providing chic decor, design, and foods inspired by the many cultures of the world today.

Gondola from Bayfront - Naples Holiday Guide

La Gondola

1500 Fifth Avenue South

Experience Naples from a totally new perspective – aboard a Venetian gondola! What a fantastic way to enjoy a Naples sunset. I took a tour with them in Providence, RI and had such a memorable time. Our gondolier sang as we navigated the waterways all while we enjoyed wonderful wine and hors d’oeuvres as the sun began to set. This is a one-of-a-kind experience that’s perfect for the entire family. Book your gondola gift here.

Give the Gift of Learning

Scrappy Frontier™

Naples-based online business

I’m Colleen Kochannek. Founder of Scrappy Frontier™, where I help women from the Typewriter Generation™ become laptop entrepreneurs. When I got sacked at work, I thought my 30+ years of successful corporate experience was enough to set me up as an entrepreneur. Boy, was I wrong. Nobody was teaching me about online business the way I needed to be taught… as the ‘digital immigrant’ that I am. So I decided to disrupt the (millennial) teaching rules and show women like us how it’s really done. Give the gift on creating an online business to the 50+ woman on your list. Learn more here.

The REVS Institute

2500 Horseshoe Drive South

The REVS Institute is known as the premier destination for automotive research. You will have the opportunity to explore such classics as – 1935 Duesenberg,1914 Rolls-Royce Silver Ghost Colonial, 1909 Ford Model T and many more. You will be hard-pressed to choose a favorite. This is the perfect gift for any auto enthusiast, as the REVS Institute shares how the automobile has changed the way we live, showcasing a collection of over 100 automobiles. Learn more on their website.

Naples Botanical Garden

4820 Bayshore Drive

Naples Botanical Garden is 170-acres of a magical, memorable respite from your daily routine. It’s a wonderful place to wander without a plan, enjoying the sights and sounds of beautifully curated gardens, art installations and nature. It’s a place to take a deep breath and enjoy the peaceful quality of nature. They have a very active calendar of events including Music in the Garden, Night Lights in the Garden, Yoga & more. An annual membership is the perfect gift for the nature lover, gardener and peace-seeker on your list.

Golisano Children’s Museum of Naples

15080 Livingston Road

Your children and grandchildren will love the interactive, accessible exhibits, events and camps offered at Golisano Children’s Museum of Naples. Mini Wonders Workshops are designed for 2-5 year olds, introducing them to concepts needed in a formal school setting. They offer half day and full day camps focusing on STEAM  activities. Take a look at their calendar for special events throughout the year, too. When you bring your little ones here, you might have a difficult time getting them to leave. Explore membership options here.

Arrive Bearing Gifts

Monogram Goods

378 13th Avenue South

One of my favorite stores in Naples, at Monogram Goods you will find as the name implies, lots of monograms. Pillows, pajamas, notebooks, clutches, towels… the list goes on. It’s a great store for hostess gifts and those that are a bit more particular. Monogram Goods has something for many on your list. Visit them in person and on Facebook.

Naples Soap Company

1200 5th Avenue South (Tin City) and 623 5th Avenue South

Head to their Tin City and 5th Avenue South locations for natural bath and body products including sea salt soap, body butter, candles and essential oils. Their handmade soaps smell amazingly fresh and would make the perfect hostess or housewarming gift for the holidays. Visit their website for full product line and locations.

Hand and Harvest Artisans Market

Mercado | 9132 Strada Place

Shop a curated collection of handmade products from local artisans. Local raw honey, Columbian coffee, homemade non-toxic laundry detergent, gourmet empanadas, vegan cookies, mixed media jewelry, fresh cold-pressed juice and so much more. You’ll find something for everyone on your list. See a list of vendors here.

Naples Olive Oil Company

Greentree Center | 2368 Immokalee Road

Naples Olive Oil creates an unforgettable culinary experience as you taste a variety of fine organic virgin olive oils and flavor infused balsamic vinegars produced exclusively for their shop. Stop in today to pick up your holiday gifts or visit their website.

Give the Gift of Wellness

Manduu Naples

Mercato | 9118 Strada Place Suite 8110

Manduu is a groundbreaking exercise concept that utilizes electrical muscle stimulation (EMS) technology to deliver an incredibly effective, highly efficient, and personally tailored exercise regimen for adults of all ages and fitness levels. This just might be the perfect gift for those on your list that know they need to workout, but aren’t super motivated. Contact Manduu here.

Wellness Design Group

Naples-based online company

We’re ready to support you in achieving your health and wellness goals. We recognize everyone’s journey is unique, so we’ve created a variety of ways we can work together. You can join a group workshop or mini-session, schedule a healthy skill building lesson, or work with a wellness designer to enhance your home or office for greater well-being. And if you’re ready to dive right in, you can work one-on-one with a certified health and wellness coach on designing your own personal journey. Connect with April here. Use code LLALHOLIDAY25 for 25% off.

Local Artists

Hilda Champion

Naples-based fine art photographer

Hilda says, “I use the camera as a tool to express ideas and emotions. Sometimes I record “reality”, or perceived reality. My aspiration in photography is less about showing the world as it is, but rather to release the poetry of the ordinary and help people see the un-seen. I try to show an abstraction of what I see, free of distractions. My images as “based on a true fantasy”. Art creates a sense of well-being and stunning art truly highlights your home. My work is original and has received numerous international jury recognitions. The effect and physicality of large prints will blow you away and your walls will get a new life. View Hilda’s work and order prints here.

Jennifer Brinkman

Local Naples-based photographer

Jennifer’s main interest is nature photography with landscape photography being her favorite.  There are special moments when the light is right and the scene before you wonderous.  Her wish is to show others the beauty of that fleeting moment in a somewhat out-of-the-ordinary way. The knowledge that she is also preserving this view so that others will see it for years to come is also important to Jennifer.  Many of her landscapes include people. She believe the involvement of people in a landscape is in a way therapeutic to the observer. View Jennifer’s portfolio here.

Date Night Favorites

The Real Macaw

3275 Bayshore Drive

The Real Macaw is a local Naples favorite. And you know when locals love it, it must be great! They offer Key West inspired food expertly prepared and presented. They have been featured in Bon Appétit magazine, on The Food Network and other noteworthy channels. Enjoy a drink or two at the Bamboo Bar while waiting for your table below the stars, softly illuminated by bistro lights. If you plan it right, you can also enjoy top-notch music as you dine.

Rocco’s Tacos

Mercado | 9123 Strada Place #7135

Looking for a fun, casual place to dine in Naples? Rocco’s Tacos is a great gift idea for your guacamole, taco Tuesday-loving friends and family. They offer great happy hour specials, bottomless mimosas, “margaliters” and more. When you stuff a stocking with a Rocco’s Tacos gift card, they will make reservations in a flash.  The location is great, too. Make it a night out  and  combine dinner and a movie or a little shopping.

The Cave Bistro & Wine Bar

Shoppes at Vanderbilt | 2343 Vanderbilt Beach Road

When you’re in the mood for phenomenal food in a cozy and casual atmosphere, The Cave is a must! General Manager, Brooke Kravetz and her team do an amazing job from the time a guest enters the doors. Not only is the food fantastic, service is friendly and Naples Wine Collection is right next door. Stop in for dinner, choose a bottle of wine and leave the rest up to your server and the attentive kitchen staff.

Sails Restaurant

301 Fifth Avenue South

If there’s someone on your list deserving an extravagant gourmet gift, Sails Restaurant is the ideal choice. Their European-inspired Sunday Brunch is sure to impress even the most particular diners. Complete with oysters, omelettes, crepe station, house-baked pastries and a three course brunch menu. Diners enjoy lavish food accompanied by impeccable service. Learn more here.

Veranda E

290 5th Avenue South

Enchanting. Charming. Tranquil. Three words that perfectly describe Veranda E. If you’re in need of a getaway, but have no time, make a reservation at Veranda E. You’ll feel like you’ve been transported to a quaint European courtyard, complete with bistro lighting, a glimmering pool and abundant Florida flora. If you appreciate intimate dining, request a table under a trellis surrounded by lush ivy, orchids and the soft aroma of lilacs.


HobNob Kitchen & Bar

720 Fifth Avenue South

A favorite on Fifth, HobNob Kitchen & Bar was the first restaurant I dined at in Naples. Seven years later, it’s still on top of my list. It’s a great place to gather for happy hour or with a group for dinner. Enjoy wonderful pre theatre specials here, too. And, while you’re there, order a gift card to go. They make the perfect holiday present.

The Claw Bar - Naples Holiday Guide

The Claw Bar

 221 9th St South

Located in the Bellasera Resort, The Claw Bar and it’s sidekick upstairs, The London Club, are two of my favorite places to dine. The Claw Bar prepares wonderful seafood and more with exceptional service.On weekends you can wander upstairs and enjoy the harmony and rhythms of jazz music. Enjoy the cozy, dark atmosphere with tucked away banquettes as you sip on your favorite craft cocktail. You’ll completely forget you are in Naples. Stop in for a gift card or make reservations here.

La Trattoria

878 5th Avenue South

Experience the charm and cozy atmosphere of a cafe in Italy. La Trattoria is a popular spot even amongst locals. Every time I am there, I always run into people I know. It’s a gathering place where everyone is treated like family. Go hungry – the food is amazing! Visit their website here.

Shop ‘Til You Drop

Lux Boutique - Naples Holiday Guide

Lux Boutique

The Village on Venetian Bay | 4262 Gulf Shore Blvd N

Lux Boutique is the popular modern woman’s essential fashion hub where classy, contemporary style meets the busy demands of every woman’s daily life. The trendiest pieces are on display every day alongside some of the most unique and contemporary styles of clothing available. From the perfect outfit for a night on the town to must-have items to wear at the workplace, Lux Boutique offers everything today’s fashion savvy woman needs for a polished, modern wardrobe. Shop in person or online.

Three 60 Market & Wine

2891 Bayview Dr

Rebecca has done it again with her latest venture, Three60 Wine. This no frills store is the perfect stop on your holiday shopping list. Grab a few bottles for hostess gifts, stocking stuffers and some to gift to the wine enthusiasts on your list. Stop in for a complimentary wine tasting and discover some new wines to celebrate the holidays with.

Special thanks to the following people and businesses for permission to use photos in this guide;
Featured Image: Jennifer Brinkman
Pure Florida, Lux Boutique, Naples Princess, Scrappy Frontier, Golisano Children’s Museum (credit: Edyce Rizzi), Naples Olive Oil Company, Manduu, Wellness Design Group, Hilda Champion, Jennifer Brinkman, The Real Macaw, The Cave Bistro & Wine Bar, Sails Restaurant (credit: Samantha Bloom).