These three private experiences show St. Augustine in different ways: by boat, by sail, or by golf cart. Each one keeps the focus on a small group, but the route, pace, and onboard setup are quite different.
TourPickGuide may earn a commission when you book through an affiliate link in this guide, at no extra cost to you.
This comparison is designed for travelers researching St Augustine private tours. For related planning, see our TourPickGuide experience comparisons and United States tours and experiences.
Compare the 3 Tour Options
Use this comparison to match the itinerary, traveler feedback, duration, and key features to your preferred travel day.
| Tour | Best for | Rating | Reviews | Duration | Key point | Link |
|---|---|---|---|---|---|---|
 Private boat outing | travelers who want a relaxed private cruise for a very small group | ★ 5.0/5 | 23 reviews | Approx. 2 hr–3 hr | Private setting for up to six passengers | View on Viator |
 Private sail | travelers who want a private outing on a sailing yacht with a longer water-focused route | ★ 5.0/5 | 20 reviews | Approx. 2 hr | Private sailing yacht experience with a captain | View on Viator |
 Golf cart history tour | travelers who prefer a shorter private city overview without entering buildings | ★ 5.0/5 | 9 reviews | Approx. 1 hr 30 min | Private transportation for up to seven people | View on Viator |
Explore Each Tour in Detail
Each option includes its own photo gallery, overview, key features, traveler profile, and direct Viator link.
Water experience
St. Augustine Private Day or Sunset Boat Tour, 6 passengers max
Best for: travelers who want a relaxed private cruise for a very small group
This is the most intimate of the three options, with space for up to six passengers and a captain-led format on the water. The route centers on St. Augustine’s waterfront, with views of several landmarks from the boat and opportunities for photos along the way. The listing also notes dolphin and wildlife viewing, and the experience can be booked as either a day tour or a sunset tour. Confirmed inclusions are bottled water, snacks, and blankets for cold evenings, with extra seasonal touches mentioned for the Nights of Lights period. It suits travelers who want a quiet, private ride rather than a land tour.
Private day or sunset boat tour for a small group
- Private setting for up to six passengers
- Choice of day or sunset departure style
- Includes bottled water, snacks, and blankets for cooler evenings
Water experience
2 hours – Private Day Sail along Historic St Augustine Bayfront
Best for: travelers who want a private outing on a sailing yacht with a longer water-focused route
This experience is built around a two-hour private sail aboard a luxury yacht, so the emphasis is on time on the water rather than sightseeing by vehicle. The route described moves from the dock along the Tolomato River, past Vilano Beach and Porpoise Point, then into the Matanzas River toward the historic bayfront. The listing highlights opportunities to see dolphins and other wildlife, and it also notes views of several St. Augustine landmarks from the water. Confirmed inclusions are bottled water, a restroom on board, and a yacht captain. It may appeal to travelers who like sailing itself, not just the destination scenery.
Private day sail along the historic bayfront
- Private sailing yacht experience with a captain
- Includes bottled water and an onboard restroom
- Route features river and bayfront views with wildlife watching potential
City overview
Story of St Augustine private golf cart history tour for up to 7!
Best for: travelers who prefer a shorter private city overview without entering buildings
This is the land-based option in the group, designed as a 90-minute private tour in an electric golf cart for up to seven people. The product description makes clear that the tour stays outside buildings, which keeps the focus on street-level sightseeing rather than interior visits. The route note is brief, but it emphasizes driving through St. Augustine and includes a mention of the city’s oldest street. Because this is the shortest of the three experiences, it may suit travelers who want a compact introduction or who prefer to avoid a longer water outing. Confirmed inclusion is private transportation; tips are listed as an exclusion.
Private golf cart history tour
- Private transportation for up to seven people
- Shorter city tour format for efficient sightseeing
- Eco-friendly electric golf cart with street-level access
Choosing an itinerary style in St. Augustine
Pick the boat or sail if your priority is being on the water and seeing the city from the waterfront. Choose the golf cart tour if you want a shorter private overview that stays on land and avoids indoor stops.
Boat route
A private cruise along the waterfront with landmark views from the water, including a sunset option.
Sailing route
A private sail that follows the Tolomato and Matanzas Rivers toward the historic bayfront.
Golf cart route
A private street tour through St. Augustine in an electric golf cart, with no building entry.
Travel planning tip
Check the live product page before booking. Departure details, activity order, inclusions, and available options can change.
Booking notes
- Check the group size limit before booking so the experience matches your party.
- Review the listed inclusions carefully, since each tour confirms different onboard or transport features.
- If you want a sunset or day format, verify that the specific option you select matches your preferred time style.
Frequently Asked Questions
Which of these private tours is the shortest?
The golf cart history tour is the shortest listed option at about 90 minutes.
Which options are on the water?
The boat tour and the private sail are both water-based experiences, while the golf cart tour is land-based.
Do these tours include the same amenities?
No. Each listing confirms different inclusions, so it is worth checking the specific product details before booking.