Wine Experiences
Wine Tasting, Pairings and Florida Keys Sunsets
Hosted by Tom “The Somm” Smith & the Barefoot Sommeliers
Overview
Our hosted wine experiences bring together thoughtfully selected wines, food pairings, and the natural setting of the Florida Keys.
Led by Tom “The Somm” Smith and the Barefoot Sommeliers, each experience is relaxed, conversational, and customized for the group. Guests do not need any previous wine knowledge to participate.
Wine selections and menus may change based on availability, season, and the number of guests.
Add food & beverage provisions to any charter. Sushi boats, charcuterie, burgers, craft beer, wine and more, prepared and delivered to the boat before you board.
Toast the end of the day with Champagne, sparkling wine, and a Florida Keys sunset.
This experience may include a selection of premium sparkling wines accompanied by light bites, charcuterie, sushi, or other pairings. Packages can be customized for an intimate cruise for two or a larger group celebration as well as dietary restrictions & preferences.
Premium and luxury Champagne upgrades are also available.
The Best Wines for the Keys Climate & Cuisine
Join us as our sommelier pairs reds, whites and a rosé with our island cuisine.
For the red wine lovers who want to discover reds that beat the heat.
How it works
Step 1
Choose a wine or beer experience
Step 2
Text or email to plan the date, menu and any dietary needs
Step 3
Board at Mangrove Marina. Your sommelier hosts on board
Experiences are arranged with Tom “The Somm” Smith and the Barefoot Sommeliers.
Your host
Tom “The Somm” Smith leads every hosted wine and beer experience with the Barefoot Sommeliers. Each one is relaxed and conversational, designed to be fun and informative without feeling like a formal class. No wine or beer knowledge needed.
Tom selects the pours, pairs each one with food, and shapes the menu around your group, from an intimate cruise for two to a larger celebration, including dietary needs and preferences.
Chef-Created Foods
Sommelier Selected
Ocean & Bayside Views
Relaxed Island Luxury
Make a night of it
End your day with magical sunset cruises featuring golden-hour vistas, optional wine tastings, and relaxed vibes over the Florida Keys horizon. Captain Sharky’s intima…
Duration
1.5 hours
Guests
Up to 6 Guests
Starting at
$300
Our hosted beer experiences combine the atmosphere of a Captain Sharky charter with guided tastings, themed beer selections, and food pairings.
Led by Tom “The…
Duration
Private charter
Guests
Your group only
Good to know
All experiences are private charters with just your group and the captain. No strangers, no crowds.
In Tavernier, between Key Largo & Islamorada. We’ll send parking, check-in and arrival details after booking.
Allow time for parking, check-in and settling in before departure.
