St. Augustine, Florida, boasts waterways that are perfect for exploration via paddleboard or kayak. Whether you want to glide through serene salt marshes, observe Florida wildlife up close, or navigate the historic waterways that helped shape the nation’s oldest city, St. Augustine offers a variety of tours suited for adventurers of all skill levels. These guided experiences allow visitors to immerse themselves in both the area’s rich history and its thriving natural ecosystems.
Guests staying in one of our St. Augustine condo rentals or planning their next trip to a St. Augustine vacation rental will find these activities to be some of the most rewarding things to do in St. Augustine.
Kayaking St. Augustine
Kayaking St. Augustine is one of the city’s premier tour providers, offering an extensive selection of eco-adventures and history-focused paddling tours. Renowned for tailoring their experiences to different interests, this company helps participants connect with the unique natural and historical treasures of the area. From glimpses of dolphins and manatees to in-depth narratives of the city’s rich past, this provider ensures that every excursion is engaging and educational. One of their standout offerings is the History Tour of Vilano. This excursion invites paddlers to navigate St. Augustine’s iconic bayfront, blending sweeping views with compelling tales of the past. The tour passes landmarks such as the Castillo de San Marcos, the Nombre de Dios Mission, and the Fountain of Youth, with planned stops at Bird Island to observe native wildlife. For those intrigued by history, this trip offers a fresh perspective on familiar sites while minimizing the crowds typically faced downtown. For nature lovers, the Deluxe Dolphin Kayak Tour offers the opportunity to observe playful dolphins in their natural habitat. Guides on this tour enrich the experience by sharing interesting ecological facts about local marine life. Additionally, Kayaking St. Augustine offers serene options such as the Sunrise Tour and the quieter Back Water Tour, allowing guests to soak in the area’s stunning landscapes while escaping the bustle of everyday life.
Anastasia Watersports
Located within Anastasia State Park, Anastasia Watersports provides visitors with an accessible gateway to the region’s natural beauty. This outfitter offers both kayak and stand-up paddleboard rentals for guests seeking a self-guided experience, as well as guided tours for those looking to explore the area’s biodiversity. Salt Run is a prime spot for observing Florida’s coastal ecosystems up close. Its calm, protected waters make it ideal for beginners, and the surrounding salt marsh creates a serene backdrop for paddlers of all levels. Visitors who rent a kayak or paddleboard from Anastasia Watersports can explore at their leisure, enjoying the opportunity to spot local wildlife, including fish, crabs, and wading birds. For guests seeking to enhance their stamina and balance while enjoying nature, this is one of the best options in town. After paddling, many visitors take time to relax on the beach, watch for birds, or walk along the park’s scenic nature trails. Combining a day of watersports with time in the park creates a well-rounded outdoor adventure perfect for families or solo travelers.
Get Up and Go Kayaking
Get Up and Go Kayaking offers a truly distinctive way to experience St. Augustine’s waterways—via clear kayaks. These transparent vessels provide an unobstructed view of the underwater world, adding another layer of wonder to each tour. Known for their emphasis on conservation and their mission to foster environmental awareness, this company elevates traditional kayaking tours into immersive educational experiences. Participants can choose from several guided tours, each highlighting a different aspect of the area. With the gentle currents of St. Augustine’s waterways, paddlers can enjoy a leisurely experience as they learn about the ecosystem and local history from knowledgeable guides. Whether it’s spotting marine life beneath their clear kayaks or witnessing the vibrant hues of a St. Augustine sunset, this outfitter ensures every outing is memorable.

Latitude 29 Paddle Board Co.
Latitude 29 Paddle Board Co. introduces visitors to the beauty of St. Augustine’s waterways through customizable paddleboarding experiences. Their friendly guides create a welcoming atmosphere for individuals or groups, regardless of skill level. By focusing on both fun and safety, the company encourages exploration of the region’s scenic aquatic environments. Many paddlers embarking on Latitude 29 tours report encounters with dolphins, manatees, and migratory birds—a testament to the area’s ecological richness. Their tours are a blend of outdoor recreation and wildlife observation, catering to those who seek a deeper connection to nature. This accessibility to wildlife, paired with expert guidance, makes Latitude 29 Paddle Board Co. an attractive choice for anyone visiting St. Augustine.
St. Augustine Eco Tours
St. Augustine Eco Tours combines environmental stewardship with adventure, offering kayaking and paddleboard tours led by trained naturalists. These outings are ideal for visitors who wish to learn about the city’s coastal ecosystem while paddling through its tranquil waters. St. Augustine Eco Tours is especially popular among families and anyone interested in eco-education alongside recreation.

Vilano Beach Paddle Board Co.
Vilano Beach Paddle Board Co. offers paddleboard excursions along the Atlantic Ocean and Intracoastal Waterway. This company offers private lessons and guided tours, making it an excellent choice for both beginners and seasoned paddlers. From breathtaking ocean views to serene, tranquil waterways, these experiences enable guests to fully appreciate St. Augustine’s diverse coastal landscape.
Plan your visit!
Have the time of your life kayaking in St. Augustine, and don’t forget to book your vacation rental with St. Augustine Ocean & Racquet Resort.
The Salty Paddle
The Salty Paddle provides unique opportunities for stand-up paddleboarding, including classes, fitness programs, and yoga sessions on the water. Their commitment to creating personalized experiences enables them to cater to a range of interests, whether participants are seeking to improve their skills or simply relax.
Three Brothers Dolphin and Manatee Adventure St. Augustine
Three Brothers Dolphin and Manatee Adventure amplifies the magic of St. Augustine’s waterways by focusing on wildlife encounters. Their guided tours take participants through areas of natural beauty, highlighting the local flora and fauna while fostering a sense of wonderment. With a reputation backed by travel accolades, this company is a top choice for visitors seeking up-close encounters with some of Florida’s most beloved marine creatures.
Book Your St. Augustine Condo Rental with St. Augustine Ocean & Racquet Resort
After a day of paddleboarding or kayaking through St. Augustine’s waterways, returning to comfortable accommodations becomes all the more rewarding. St. Augustine Ocean & Racquet Resort offers a variety of options that cater to travelers seeking proximity to both the ocean and the city’s top attractions. With its welcoming atmosphere and convenient location near many points of interest, this St. Augustine resort is an excellent choice for vacationers. For those planning a trip, consider booking a St. Augustine oceanfront condo or cozying up in a St. Augustine vacation rental. These lodging options offer easy access to the area’s many attractions, ensuring that every adventure concludes with the perfect place to unwind.

