Things to Do in St. Augustine

Create a magical moment with a proposal on the beautiful Vilano Beach, just minutes from the historic St. Augustine. Enjoy a quiet or secluded spot with the sound of the waves as your backdrop.

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests enjoy interacting with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip. No matter your preference, this cruise will be a highlight of your vacation.

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests enjoy interacting with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip. No matter your preference, this cruise will be a highlight of your vacation.

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting that allows guests to fully immerse in the beauty of the holiday lights without the crowds or noise of typical boat tours. Our yachts offer a more personalized, relaxed atmosphere with comfortable seating, and the option to book private charters. You’ll also be guided by experienced USCG captains who know the waters and the best vantage points to view the city’s spectacular light display. Whether you’re celebrating a special occasion or seeking a peaceful, romantic evening, our tailored sailing experience ensures you enjoy the Nights of Lights in comfort and style.

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting that allows guests to fully immerse in the beauty of the holiday lights without the crowds or noise of typical boat tours. Our yachts offer a more personalized, relaxed atmosphere with comfortable seating, and the option to book private charters. You’ll also be guided by experienced USCG captains who know the waters and the best vantage points to view the city’s spectacular light display. Whether you’re celebrating a special occasion or seeking a peaceful, romantic evening, our tailored sailing experience ensures you enjoy the Nights of Lights in comfort and style.

Fish St. Augustine and experience the inshore backwaters of Matanzes River, Tolomato River and Salt run which have an abundance of Redfish, Tarpon, Spotted Sea Trout, Flounder and Cobia. Just minutes from famed sandy white beaches and overlooking the waterfront resorts. St. Augustine has all types of fishing in an eye’s view. View the beautiful scenery, while experiencing the thrill of a chance to catch the local inshore favorite, “the Redfish” as well as other species. A fishing enthusiast may choose to chase the resident fish, but there is a lot of variety for every angler. All charters are guided by a licensed Captain in a modern inshore flats or bay boat. Captain provides the fishing rods and reels, right and left handed and all the tackle you can use, as well as all other necessities including safety equipment.

Fish St. Augustine and experience the inshore backwaters of Matanzes River, Tolomato River and Salt run which have an abundance of Redfish, Tarpon, Spotted Sea Trout, Flounder and Cobia. Just minutes from famed sandy white beaches and overlooking the waterfront resorts. St. Augustine has all types of fishing in an eye’s view. View the beautiful scenery, while experiencing the thrill of a chance to catch the local inshore favorite, “the Redfish” as well as other species. A fishing enthusiast may choose to chase the resident fish, but there is a lot of variety for every angler. All charters are guided by a licensed Captain in a modern inshore flats or bay boat. Captain provides the fishing rods and reels, right and left handed and all the tackle you can use, as well as all other necessities including safety equipment.

Private day 3.5-hour day trip $425.00 for a group of up to 6 passengers. Approximately 4-hour day trip out of the Saint Augustine area to include: Intercoastal way Dolphins, birds, and other wildlife Historical Saint Augustine Stop at an Island. Stop at a waterfront restaurant ( if requested) May require additional time and fee. Will change to Fort Matanzas for additional fee of $50.00 Pictures

Private day 3.5-hour day trip $425.00 for a group of up to 6 passengers. Approximately 4-hour day trip out of the Saint Augustine area to include: Intercoastal way Dolphins, birds, and other wildlife Historical Saint Augustine Stop at an Island. Stop at a waterfront restaurant ( if requested) May require additional time and fee. Will change to Fort Matanzas for additional fee of $50.00 Pictures

Sunset Tour Our sunset tours are perfect for Date night, celebrating birthdays, anniversaries, retirements, and more. Let us take you on a tour of Historic St. Augustine and finish the evening with a gorgeous sunset. We look forward to sharing our boat with you.

Sunset Tour Our sunset tours are perfect for Date night, celebrating birthdays, anniversaries, retirements, and more. Let us take you on a tour of Historic St. Augustine and finish the evening with a gorgeous sunset. We look forward to sharing our boat with you.

Discover the hidden artistic gems of Saint Augustine on this two-hour electric golf cart tour.

Get personalized instruction and real time guidance from a professional photographer on this private photography tour in Saint Augustine. Camera and mobile phone users both benefit.

Step into history and taste the flavors and stories of bourbon, whiskey, and the past on our engaging St. Augustine Bourbon, Whiskey, and History Crawl. Wander the historic cobblestone streets of America's oldest city with your Executive Bourbon Steward, who will lead you through a fascinating journey that combines local history with the rich heritage of bourbon and whiskey in the USA. Uncover carefully chosen venues where you'll enjoy curated flights of premium bourbon and whiskey, thoughtfully paired with delicious bites to enhance your tasting experience. Immerse yourself in the artistry of these enduring spirits, from their humble beginnings to their revered status in American culture. As you explore, revel in the chance to savor a high-end bourbon or whiskey cocktail, masterfully crafted by skilled mixologists, showcasing the versatility and elegance of these cherished libations. Toast to an adventure steeped in tradition and flavor!

Step into history and taste the flavors and stories of bourbon, whiskey, and the past on our engaging St. Augustine Bourbon, Whiskey, and History Crawl. Wander the historic cobblestone streets of America's oldest city with your Executive Bourbon Steward, who will lead you through a fascinating journey that combines local history with the rich heritage of bourbon and whiskey in the USA. Uncover carefully chosen venues where you'll enjoy curated flights of premium bourbon and whiskey, thoughtfully paired with delicious bites to enhance your tasting experience. Immerse yourself in the artistry of these enduring spirits, from their humble beginnings to their revered status in American culture. As you explore, revel in the chance to savor a high-end bourbon or whiskey cocktail, masterfully crafted by skilled mixologists, showcasing the versatility and elegance of these cherished libations. Toast to an adventure steeped in tradition and flavor!

Hit the road and experience the best of St. Augustine in the ultimate open-air ride—a custom 4-seater Polaris Slingshot! Cruise with your family or friends through Florida’s oldest city and discover iconic beaches, crystal-clear natural springs, and centuries-old historic landmarks. With the freedom to go where you want, when you want, this adventure combines comfort, style, and unforgettable sights. Renter needs to be 25+ and will need to present a valid driver's license, proof of insurance, and a credit or debit card for the refundable damage deposit at check-in. What’s Included Custom 4-seater Polaris Slingshot (automatic, easy to drive) Full tank of gas Safety briefing and driving overview Bluetooth sound system Route map featuring must-see beaches, springs, and historic stops Phone mount & charger Optional booster or child car seats

Hit the road and experience the best of St. Augustine in the ultimate open-air ride—a custom 4-seater Polaris Slingshot! Cruise with your family or friends through Florida’s oldest city and discover iconic beaches, crystal-clear natural springs, and centuries-old historic landmarks. With the freedom to go where you want, when you want, this adventure combines comfort, style, and unforgettable sights. Renter needs to be 25+ and will need to present a valid driver's license, proof of insurance, and a credit or debit card for the refundable damage deposit at check-in. What’s Included Custom 4-seater Polaris Slingshot (automatic, easy to drive) Full tank of gas Safety briefing and driving overview Bluetooth sound system Route map featuring must-see beaches, springs, and historic stops Phone mount & charger Optional booster or child car seats

Bring your sense of adventure, and up to 6 of your closest friends for a private tour that is second to none. The most luxurious and comprehensive way to see the Oldest City. Up to 7 passengers

Explore St. Augustine's rich history and iconic landmarks on an immersive tour with pickup and drop-off. From historic streets to scenic parks, discover the best of this enchanting city with a local guide.

Enjoy a delicious brunch with mimosas on a luxury yacht in St. Augustine. Take in the sights of the city from the water with a unique vantage point.

Enjoy a relaxing 2-hour sunset sailing cruise in St. Augustine. Feel the wind in your hair and the ocean breeze caress your skin as you take in the city's landmarks.

Bring your sense of adventure, and up to 6 of your closest friends for a private tour that is second to none. Explore themes like Haunted History, Spanish Colonial, Flagler Era & Gilded Age, Civil Rights or just tell your first rate guide your personal interests to create a truly unique experience. The most luxurious and comprehensive way to see the Oldest City.

Bring your sense of adventure, and up to 6 of your closest friends for a private tour that is second to none. Explore themes like Haunted History, Spanish Colonial, Flagler Era & Gilded Age, Civil Rights or just tell your first rate guide your personal interests to create a truly unique experience. The most luxurious and comprehensive way to see the Oldest City.

Go on a guided walking tour that combines wine, cocktails, food, and history to create a memorable afternoon in St. Augustine. Between food stops, enjoy the historic streets and architecture of the city.

Come experience the Story of St. Augustine on a 90-minute private tour in an eco-friendly electric golf cart. Journey through the nation’s oldest city and discover what makes St. Augustine so special! This private tour accommodates up to 5 people. Please note: We do not enter any buildings, and some seats may not face forward.

This is a one-of-a-kind tour in which you get to stroll around historic St Augustine getting your picture taken while learning tidbits of interesting facts if you wish. Makes terrific keepsakes! As well as a great way to get unique images. Completely personalized to your own interests including WHERE you want to go (those listed are just suggestions) and HOW you like to be in pictures: silly, formal, posed, candid, etc or an entire variety! You will receive up to 25 images, taken on a Pixels device that is specifically designed for photos, professionally edited, delivered digitally within 48 hours usually, but up to 5 days. Option to purchase more if we got a lot of great ones!

Come experience the Story of St. Augustine on a 90-minute private tour in an eco-friendly electric golf cart. Journey through the nation’s oldest city and discover what makes St. Augustine so special! This private tour accommodates up to 5 people. Please note: We do not enter any buildings, and some seats may not face forward.

This is a one-of-a-kind tour in which you get to stroll around historic St Augustine getting your picture taken while learning tidbits of interesting facts if you wish. Makes terrific keepsakes! As well as a great way to get unique images. Completely personalized to your own interests including WHERE you want to go (those listed are just suggestions) and HOW you like to be in pictures: silly, formal, posed, candid, etc or an entire variety! You will receive up to 25 images, taken on a Pixels device that is specifically designed for photos, professionally edited, delivered digitally within 48 hours usually, but up to 5 days. Option to purchase more if we got a lot of great ones!

Get ready for an unforgettable photographic journey through St Augustine iconic destinations! We’ll guide you on a relaxed exploration of the Town most photogenic landmarks, showcasing the best St Augustine has to offer. Alongside our professional photography services, we’re thrilled to share insider tips to enrich your holiday experience. You can choose between a 30-minute or 1-hour photoshoot, allowing you to customise your experience to best suit your needs. Join us as we uncover St Augustine hidden gems and well-kept secrets, all while capturing the unforgettable moments of your vacation. We can’t wait to meet you and embark on this adventure together!

Get ready for an unforgettable photographic journey through St Augustine iconic destinations! We’ll guide you on a relaxed exploration of the Town most photogenic landmarks, showcasing the best St Augustine has to offer. Alongside our professional photography services, we’re thrilled to share insider tips to enrich your holiday experience. You can choose between a 30-minute or 1-hour photoshoot, allowing you to customise your experience to best suit your needs. Join us as we uncover St Augustine hidden gems and well-kept secrets, all while capturing the unforgettable moments of your vacation. We can’t wait to meet you and embark on this adventure together!

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests enjoy interacting with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip. No matter your preference, this cruise will be a highlight of your vacation.

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests enjoy interacting with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip. No matter your preference, this cruise will be a highlight of your vacation.

Step back in time as you discover St. Augustine's craft breweries and historical streets. Learn about the nation’s oldest city from your knowledgeable guide.

Enjoy a 2-hour sailing charter in St. Augustine. Take in the sights of the Castillo de San Marco, the Bridge of Lions, and the St Augustine Lighthouse.

Beer. History. Do we need to say more?! Take a fun and fascinating step back into Florida history with our St Augustine Beer & History walking tour! On this uniquely curated experience, you and your licensed, knowledgeable guide will stroll around the charming streets of St. Augustine, the oldest city in the nation, discovering some of our favorite Florida craft beers, all while discovering 450 years of amazing St. Augustine history.

Taste and sip your way through the rich and fascinating history of the Ancient City, using its cuisine as your guide Discuss food, wine, beer and cocktails with a Certified Sommelier who has almost 20 years of food and fine wine experience Convenient pick-up at the Visitor Information Center or curbside pick-up at your house of lodging within the downtown area Enjoy the tour that combines the best of what St. Augustine has to offer: restaurants, shopping and a comprehensive history experience. Food and wine are the treasures you seek—and you’ll find them riding in style through St. Augustine’s historic streets in a zippy, late-model low-speed vehicle. Take in the sights, scents, and stories of the nation's oldest city between stops that will blow you away with curated tastings of top local cuisine paired with wine, beer, or cocktails. This exclusive, FUN -filled tour offers a deliciously unique insight into St. Augustine. Ready to climb aboard?

Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests interact with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip. No matter your preference, this cruise will be a highlight of your vacation.

Join us for The Ghoulish Gourmet, St. Augustine's premier haunted food tour, where spine-tingling ghost stories meet mouth-watering local cuisine. From centuries-old taverns to hidden culinary gems, each bite reveals a rich tapestry of flavors with a dash of mystery. You'll savor the locally-inspired dishes that capture the spirit of St. Augustine while uncovering eerie local legends that have haunted the area for generations.

Taste and sip your way through the rich and fascinating history of the Ancient City, using its cuisine as your guide Discuss food, wine, beer and cocktails with a Certified Sommelier who has almost 20 years of food and fine wine experience Convenient pick-up at the Visitor Information Center or curbside pick-up at your house of lodging within the downtown area Enjoy the tour that combines the best of what St. Augustine has to offer: restaurants, shopping and a comprehensive history experience. Food and wine are the treasures you seek—and you’ll find them riding in style through St. Augustine’s historic streets in a zippy, late-model low-speed vehicle. Take in the sights, scents, and stories of the nation's oldest city between stops that will blow you away with curated tastings of top local cuisine paired with wine, beer, or cocktails. This exclusive, FUN -filled tour offers a deliciously unique insight into St. Augustine. Ready to climb aboard?

Not your average tour, this 2-hour small group sail gives passengers a chance to make new memories on the sea. Our cruise is perfect for all water-lovers: families, couples, and friends. Some guests interact with the USCG licensed Captain, learn a little about sailing, or take the helm. Others relax and enjoy the trip. No matter your preference, this cruise will be a highlight of your vacation.

Join us for The Ghoulish Gourmet, St. Augustine's premier haunted food tour, where spine-tingling ghost stories meet mouth-watering local cuisine. From centuries-old taverns to hidden culinary gems, each bite reveals a rich tapestry of flavors with a dash of mystery. You'll savor the locally-inspired dishes that capture the spirit of St. Augustine while uncovering eerie local legends that have haunted the area for generations.

Experience an actual paranormal investigation, explore the infamous Old Jail and and the spirits that have haunted there for years, go on a paranormal adventure.

Feel the thrill of sand surfing with this fun experience at St. Augustine Beach. Take in the views and explore beach on a board that is designed to make handling the sandy beaches, easy and smooth.

Spend the day in the oldest town in the U.S. and discover the secrets of the Golden Age of Piracy. Stroll the streets of St. Augustine at your own pace and learn some beautiful history.

Head north east to the USA's oldest city, voted one of the 10 best cities in the world for holiday lights displays. Included in the tour is a Holly Jolly Holiday Trolley ride around the historic district, caroling, hot cider and homemade cookies.

Take a trip to the oldest town in the U.S. and discover St. Augustine's Colonial Quarter a Historic Adventure Tour. Here history will come alive and allow you a glimpse into 3 centuries of life in St. Augustine.

Prepare yourself for a night you’ll never forget at The Old Jail After Dark. The 2 hour and 30-minute paranormal experience allows you to participate in an actual paranormal investigation of St. Augustine’s most haunted building, the Old Jail. Before your investigation begins, the experienced guides will share their investigative techniques to prepare you for any strange and peculiar phenomena that you may encounter. You will be provided with and trained to use an array of traditional and state-of-the-art ghost hunting equipment or feel free to bring your own. A cell phone can be a very helpful tool during a paranormal ghost hunt. Immediately following the conclusion of your investigation, the experts will help you to rule out any logical explanations from your findings and to help you understand any paranormal or psychic phenomena that you may have just experienced. You, the investigator, will then be left to decide whether or not you believe the Old Jail is truly haunted!

Prepare yourself for a night you’ll never forget at The Old Jail After Dark. The 2 hour and 30-minute paranormal experience allows you to participate in an actual paranormal investigation of St. Augustine’s most haunted building, the Old Jail. Before your investigation begins, the experienced guides will share their investigative techniques to prepare you for any strange and peculiar phenomena that you may encounter. You will be provided with and trained to use an array of traditional and state-of-the-art ghost hunting equipment or feel free to bring your own. A cell phone can be a very helpful tool during a paranormal ghost hunt. Immediately following the conclusion of your investigation, the experts will help you to rule out any logical explanations from your findings and to help you understand any paranormal or psychic phenomena that you may have just experienced. You, the investigator, will then be left to decide whether or not you believe the Old Jail is truly haunted!

Join expert professionals on a late-night paranormal investigation using the latest ghost hunting equipment. Uncover the secrets of the Old Jail, St Augustine’s most haunted building.

Whether you’re a casual enthusiast, aspiring photographer, or seasoned professional, our tours are designed to meet your needs and inspire your creativity. Whether using a mobile phone, iPhone, or digital camera, this fun experience will transform your photography skills. Why Join Our Tour? •Expert Guidance: Learn from Patricia, whose easy-to-follow teaching style provides invaluable tips to elevate your photography. •Architectural Wonders: Explore historic landmarks and capture the beauty of Saint Augustine’s unique architecture. •Lasting Impact: This tour will inspire and improve your future photo adventures. Gain a deeper understanding of how to create visually compelling images and apply these techniques wherever you travel. Enhance Your Photography Skills with Our Free Bonus Guides! Each guest receives a Free Guide that serves as a valuable reminder of the specific lessons learned during the tour ensuring you continue to grow and refine your skills long after the tour ends.