Sunset cruises, Nights of Lights, sandbar days, and self-guided pontoon rentals for families and small groups.
Private charters, seasonal Nights of Lights cruises, pontoon rentals, and captain-led sandbar days.
Boat Rental · St. Augustine
Experience the magic of dolphins swimming alongside a scenic boat tour in historic St. Augustine. Discover fascinating local history while enjoying wildlife sightings on the water. Perfect for families and adventure seekers alike!
Wake2Wake is a St. Augustine, FL boat tour and rental company specializing in private cruises, seasonal nighttime excursions, and pontoon rentals. The company operates private guided experiences such as the Sunset To Starlight Private Boat Tour — a 90-minute sunset cruise showcasing St. Augustine Bay and the historic lighthouse — and the Nights Of Lights Private Boat, a holiday-season guided tour that features downtown lights, moonlit waters, and complimentary hot chocolate and apple cider. Wake2Wake also offers a 2022 Sun Tracker pontoon rental that accommodates up to 10 passengers with mapped GPS for safe self-guided exploration, and a SANDBARS DAY WITH A CAPTAIN trip that navigates the Matanzas intercoastal to sandbars, dolphin viewing, and local landmarks.
As a St. Augustine-based operator, Wake2Wake emphasizes safety, local knowledge, and flexible options for private charters and rentals. Guests can choose captained tours or self-guided pontoon rentals depending on license and preference. The fleet includes a recently manufactured 2022 Sun Tracker pontoon designed for family groups and small parties. Tours depart from the lighthouse area, offering easy access to downtown St. Augustine attractions and scenic waterways.
Booking information, availability, and specific pricing vary by season and trip; prospective guests should consult Wake2Wake’s official listings for current details. Wake2Wake’s focused offerings — private tours, holiday Nights of Lights cruises, pontoon rentals, and captain-led sandbar days — make it a clear choice for travelers seeking customized water-based experiences in St. Augustine, Florida. Experienced local captains provide navigation and interpretive insights during captained trips and ensure guest safety always.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Private tours and rentals
Modern pontoon for groups
Ideal for families and groups
Sunset cruise duration
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Wake2Wake listing.
Wake2Wake offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Book a Sunset To Starlight cruise, Nights Of Lights tour, sandbar day, or Sun Tracker pontoon rental — check availability and secure dates now.
boat-charters · St. Augustine
Set out on a captivating sunset cruise through St. Augustine Bay with Wake2Wake, where you can enjoy dolphin sightings and stargazing. This intimate 90-minute adventure is perfect for making unforgettable memories on the water. Join Wake2Wake’s sunset to starlight boat tour for a peaceful yet exciting way to experience Florida’s historic coast, blending scenic views, playful wildlife, and night-sky magic into one memorable outing.
Boat Rental · St. Augustine
Discover dolphins in their natural habitat while exploring the historic charm of St. Augustine on this private guided tour. Perfect for wildlife lovers and history enthusiasts alike!
boat-charters · St. Augustine
Discover St. Augustine’s stunning holiday lights from the water with a private boat tour. Glide through moonlit waters, enjoy hot drinks, and soak in the city’s festive glow—an unforgettable experience for all ages.
boat-charters · St. Augustine
Set sail on calm intercoastal waters with Sun Tracker’s 2022 pontoons in St. Augustine. Enjoy flexible rentals with or without a captain for all ages.
water-activities · St. Augustine
Spend a day on Matanzas Intercoastal waterways with a local captain guiding you to hidden sandbars, historic sights, and playful dolphins. Customize your trip for a laid-back, memorable adventure.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.