St. Augustine Land & Sea Experiences

Explore St. Augustine by sail and by foot!

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Experience the best of St. Augustine by sail and by foot!

Our Land & Sea package gives you three incredible options to choose at your convenience.

Surf ‘N Turf Experience

What could be better than the perfect pairing of St Augustine sea and land experiences, starting with light bites and drinks onboard a luxury yacht. Imagine seeing the city of St Augustine bathed in morning light as you relax and soak up the scenery as you set sail on a private 2-hour charter excursion.

Back in port, it’s off to the beautiful downtown historic district for an immersion in St Augustine’s eclectic culinary scene. You’ll visit three(opens in a new tab) of the city’s best venues for imbibing with friends in America’s oldest city, savoring wine, charcuterie boards, and colorful cocktails. Between delicious drinks and food, view sites such as the Old City Gates, Castillo de San Marcos, Plaza de la Constitución, and America’s oldest thoroughfare, Aviles Street.

This experience is a perfect pairing that will send you on an unforgettable surf and turf exploration of charming St. Augustine!

Sails & Ales Experience

It’s anchors aweigh for adventure on the high seas aboard a luxury yacht complete with drinks in hand! Rest your sea legs as you sip and sail on your private 2-hour luxury sailboat charter, while feasting on the sights of St Augustine from a uniquely inspiring perspective along the Intracoastal Waterway.

After your escapades on the water, stroll around the charming streets of the nation’s oldest city learning how the business of beer(opens in a new tab) has evolved in St Augustine to become one of the fastest growing and most highly regarded beer producing regions in the country. As part of this journey, you visit notable landmarks, unique brew pubs, and state-of-the-art tap rooms while sampling an abundance of delicious beer along the way.

Sweet & Salty Experience

Start the day winding your way through historic downtown discovering St. Augustine’s sweeter side(opens in a new tab) at five local sweet shops. You’ll step back in time with tales of mom and pop candy shops, local bakeries, and why we love the nation’s oldest city. Our personable guides share fascinating stories about local history as well as the reasons why we find chocolate so addicting!

The treats continue as you set sail for 2-hours of salty sea life aboard a gorgeous luxury yacht. You’ll be mesmerized by both the scenery, the sailboat, and the salt air as you see the city from a whole new perspective.


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Trip Details


Land & Sea Package: $224 per guest

We recommend all guests be 21+ to join the Surf & Turf and Sails & Ales as both options include alcohol.

*For families with children under 21, we recommend purchasing the Sweet & Salty option.

Departure Time

Surf ‘N Turf – Available Thursdays through Sundays

Sea – 10:30 AM, approx 2 hours
Land – 2:00 PM, approx 3 hours

Sails & Ales – Available Daily

Sea – 10:30 AM, approx 2 hours
Land – 2:00 PM, approx 2 1/2 hours

Sweet & Salty – Available Wednesdays through Mondays

Land – 10:30 AM, approx 90 minutes
Sea – 1:00 PM, approx 2 hours

For sailing charter questions, please call (904) 829-0648.

Meeting Point

All experiences begin in Downtown St. Augustine. After your reservation is made, you will receive a confirmation with maps and exact address of meeting location.

All sailing charters begin at at:
Camachee Cove Yacht Harbor
3076 Harbor Drive
St. Augustine, FL 32084


Daily, year-round, except for major holidays and special events in downtown St. Augustine. Please check our calendar for availability.

*Individual travelers please call first before purchasing! Our tours require a minimum of 2 guests to open. Call or email and we can tell you availability for the dates you are in town.

Group Size

  • All public walking tours are semi-private with 8 people or less.
  • All sailing charters have a maximum of 6 guests.
  • Private groups have a maximum of 6 guests. This will guarantee you a private walking tour and private charter.

Participation Requirements

All 3 land experiences are walking tours, but the pace is slow and comfortable. We recommend comfortable walking shoes since we will be in restaurants, breweries, sweet shops and walking on cobblestone streets.

For all charters, please wear shoes that are non-marking (i.e. sneakers, tennis shoes, deck shoes) and do not have hard soles or high heels. We ask you to refrain from using spray tanning/sunblock products while aboard. Smoking, vaping, illegal substances of any kind and pets are not allowed on board.


  • 3 amazing packages to redeem at your convenience!
  • The Perfect Pairing includes wine tasting, charcuterie, cocktails, and food pairings (vegetarian option available)
  • On the Ale Trail Craft Beer Tour, sample up to 12 beer styles across 3 stops with a mid-tour snack provided (vegetarian option available)
  • As well as tastes on tour, the Not Just A Chocolate Tour includes take away treats to take home in a thermal bag!
  • Water provided between stops on all walking tours


Vegetarian options are available, please advise at time of booking if required. Any other dietary needs cannot be accommodated on this tour (vegan, kosher, nut allergies, dairy-free or gluten-free diets).

What to Bring

Valid US ID or passport (for international guests), as we will be checking them before The Perfect Pairing and Ale Trail. You do not need any printed tickets. Otherwise, wear comfortable walking shoes and bring your enthusiasm for history, beer, chocolate, wine, cocktails and food!

Overview of Your Tour

Welcome to Florida’s historic coast and the nation’s oldest city, St. Augustine! Our Land & Sea Packages lets you explore St. Augustine at your convenience on our 3 unique walking tours & sailing charters. St Augustine Sailing(opens in a new tab) is excited for you and your party to come aboard one of their luxury sailing yachts. For the best sailing experience in the St. Augustine area, you have come to the right place!

They have been providing excellent service for decades with our office conveniently located in beautiful and historic St. Augustine, FL at Camachee Cove Marina & Yacht Harbor. While on land before or after your charter, we will visit notable landmarks, local chocolatiers, baked good purveyors, two St. Augustine breweries, a state-of-the-art taproom, beautiful wine bars, colorful cocktail spots, and fantastic local restaurants, all while learning about the incredible story of St. Augustine. On the Ale Trail, hear tales of coastal Florida’s brewing past and visions of its promising future while sampling an abundance of delicious beer along the way. See why we call it the Not Just a Chocolate Tour while you discover all the sweet treats St. Augustine has to offer! The Perfect Pairing combines our favorite libations and cuisine to show you why St. Augustine was named the #1 Foodie Town by Southern Living magazine. Whether you’re on a St. Augustine day trip, or have lived here your whole life, these St. Augustine walking tours are perfect for you.

Frequently Asked Questions

We recommend all guests be 21+ to join the Surf & Turf and Sails & Ales as both options include alcohol.

*For families with children under 21, we recommend purchasing the Sweet & Salty option.

The Perfect Pairing lasts about 2.5 – 3 hours, but we will only cover about 0.7 miles of total walking at a relaxed pace.

The Ale Trail lasts about 2.5 hours, but we will only cover about 0.8 miles of total walking at a relaxed pace.

The Not Just A Chocolate Tour lasts about 90 minutes, but we will only cover about 0.8 miles of total walking at a relaxed pace.

Have more questions? Check out our FAQ page!

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