Schooner Clearwater- Sailing Cruise-Clearwater Beach

Experience a relaxing 2-hour sailing cruise in Clearwater Beach with scenic coastline views, wildlife sightings, and the chance to bring your own drinks.

If you’re considering a laid-back way to take in Clearwater Beach’s stunning shoreline, the Schooner Clearwater sailing cruise might just be what you’re after. This tour offers a chance to glide smoothly across the water on a classic schooner, with plenty of opportunities to spot dolphins and even manatees. It’s an experience that appeals to those who enjoy gentle sailing combined with the beauty of nature — and it’s surprisingly well-loved, with a perfect 5.0 rating from over 213 reviews.

What we love about this tour is how approachable it feels. First, the scenic views of Clearwater’s coastline are really something special, offering a different perspective from the usual beach scene. Second, the flexibility to bring your own alcohol makes this feel more like a relaxed gathering than a formal cruise. But, keep in mind, the two-hour duration might not satisfy those craving a longer adventure or a sunset cruise, which is something to consider if you’re after a more extended or romantic experience.

In general, this tour seems suited best for travelers who want a peaceful, intimate outing with a small group, rather than a party boat or a high-energy activity. It’s perfect for couples, small groups, or families with older children who can navigate the boarding process comfortably. If you’re after a quick escape into the water with friendly crew and a chance to relax under the sun, this might be just right.

Key Points

Schooner Clearwater- Sailing Cruise-Clearwater Beach - Key Points

  • Relaxing two-hour sailing experience that offers scenic views and wildlife sightings.
  • Small group size (max 20 travelers), ensuring a more personal vibe.
  • Guests can bring their own alcohol to enjoy during the cruise, adding to the laid-back atmosphere.
  • Well-rated crew, often praised for their friendliness and knowledge.
  • Suitable for travelers with moderate physical fitness, as boarding involves stairs and navigating uneven decks.
  • Cancellations are free up to 24 hours in advance — a good option if your plans are uncertain.

What to Expect from the Clearwater Schooner Cruise

Schooner Clearwater- Sailing Cruise-Clearwater Beach - What to Expect from the Clearwater Schooner Cruise

Easy Booking and Check-In

Booking the tour is straightforward, with email instructions that help you prepare. You’ll meet at the Clearwater Beach Municipal Marina, just a short walk from public transportation options. Arriving about 45 minutes early is recommended to check in, receive your boarding pass, and settle in for the safety briefing.

The check-in process is smooth, according to reviews. One guest noted, “The check-in was easy and the service was exceptional,” which is always a relief when you’re trying to make the most of a limited time on the water.

Boarding and Safety

Once onboard, the crew pre-boards everyone to give a safety talk. The vessel itself is described as gorgeous, not some overcrowded tourist trap. Passengers are seated on padded benches or beanbag-style bags on the deck, making it comfortable to lounge and take in the surroundings.

Depending on the weather, the captain might have to adjust plans, but the crew is attentive and experienced, ready to handle all situations. In fact, reviews highlight the captain’s calm demeanor even in tricky situations, which adds a layer of reassurance.

The Sailing Itself

As the boat departs, the crew raises the sails, and the engine is shut down once outside Clearwater Pass. This is where the magic begins — you’ll feel the wind in your hair and the sun on your face while the schooner glides smoothly across the water.

Guests often find this part of the experience very peaceful. One reviewer said, “So relaxing, just what I needed,” emphasizing the soothing nature of sailing without the noise of engines. Another described it as “a quiet, wind-in-your-hair trip,” which is exactly what many seek in a beachside boat outing.

Wildlife and Coastline Views

The cruise offers a fantastic vantage point of the coastline. You’ll see the barrier islands of Sand Key and Clearwater Beach from a new perspective. The highlight, according to multiple reviews, is spotting dolphins — some even swimming alongside the boat — and occasionally manatees. One guest exclaimed, “Dolphins and the wind in our hair — it doesn’t get better,” capturing the essence of the experience.

Drinks and Refreshments

Guests are encouraged to bring canned beers or wine, which the crew will serve in disposable cups. No coolers are allowed, so plan accordingly. The tour provides chilled sparkling water for everyone — a nice touch that keeps you refreshed without extra fuss.

Duration and Group Size

The tour lasts about 2 hours, which many reviewers find to be just the right amount of time. It’s long enough to unwind but short enough for those on a tight schedule. The maximum group size of 20 people means it’s not overcrowded, maintaining a cozy, relaxed vibe.

Cost and Value

At $85 per person, the price is reasonable considering the quality of the vessel and the personal service. Many reviews praise the value, especially given the friendly crew and the chance to enjoy a true sailing experience. One guest noted, “It was reasonably priced and the communication was stellar.”

Accessibility and Considerations

While the tour is enjoyable, it’s not suitable for everyone. Passengers should be able to navigate stairs and uneven deck surfaces. The boat has weight restrictions of 275 pounds per person. Children under 5 are not permitted, and those with mobility issues might find boarding and moving around a challenge. The crew is friendly and accommodating, but it’s good to be aware of these factors before booking.

Authentic Voices from Travelers

Schooner Clearwater- Sailing Cruise-Clearwater Beach - Authentic Voices from Travelers

Many reviews highlight the professionalism and friendliness of the crew. One guest said, “Captain Tim remained calm during a near-miss with another boat, making the trip very safe and enjoyable.” Others mention how the crew made extra efforts to ensure everyone had a good time, whether by providing history about the area or adjusting plans for weather.

The overall consensus is clear: this is a relaxing, scenic, and well-run sailing trip that offers a taste of true maritime charm. The small size and intimate environment mean you’re more likely to feel connected with the crew and fellow travelers, adding to the overall sense of enjoyment.

Who Is This Tour Best For?

Schooner Clearwater- Sailing Cruise-Clearwater Beach - Who Is This Tour Best For?

If you’re after a peaceful escape on the water, this cruise fits the bill. It suits couples, small groups, or even families with children over 5 who are comfortable with boarding stairs and moving around on deck. It’s ideal for those who appreciate nature, wildlife, and scenic views rather than high-energy activities or party boats.

It’s also perfect for travelers who want to enjoy some wine or beer while soaking up the sun — the chance to bring your own drinks makes this a more casual, personal experience. If you’re looking for a romantic or quiet afternoon, or just a break from the busy beach scene, this sailing cruise might be just what you need.

The Sum Up

Schooner Clearwater- Sailing Cruise-Clearwater Beach - The Sum Up

All in all, the Schooner Clearwater sailing cruise offers a charming, intimate way to experience Clearwater’s coastline from the water. With its friendly crew, relaxed vibe, and scenic wildlife sightings, it’s a solid choice for anyone wanting a taste of sailing without the fuss. The two hours fly by, leaving you refreshed and with plenty of photos and memories.

This tour is especially well-suited for those who value personalized service and a peaceful atmosphere. It’s not the place for wild parties or long excursions, but if you’re seeking a gentle, authentic sailing experience, this one delivers.

For anyone visiting Clearwater and wanting a break from the crowded beaches or busy attractions, this cruise provides a perfect little escape — with stunning views, friendly faces, and the wind in your hair.

Ready to Book?

Schooner Clearwater- Sailing Cruise-Clearwater Beach



5.0

(213)

97% 5-star

“We loved this cruise so much and would go on it again. The perfect amount of time.., The captain and mate Christian were the best hosts! Highly r…”

— Pattie L, Featured

FAQ

Schooner Clearwater- Sailing Cruise-Clearwater Beach - FAQ

How far in advance should I book?
It’s best to reserve your spot early, especially during peak seasons or weekends, since it’s a popular experience with limited spots (max 20 travelers).

Can I bring alcohol on board?
Yes, you can bring canned beers or a bottle of wine. The crew provides disposable cups and a corkscrew, but no coolers are allowed.

What’s included in the price?
Your ticket includes the 2-hour sailing experience, the opportunity to see wildlife like dolphins and manatees, and complimentary chilled sparkling water.

What should I wear?
Loose, comfortable clothing and flat, soft-soled shoes are recommended. You might go barefoot onboard. Avoid heels or flip-flops.

Is this tour suitable for children?
Children over 5 are welcome, but keep in mind that the experience involves boardings and moving on uneven decks, so children should be reasonably mobile.

What if the weather is bad?
The tour is weather-dependent. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

How do I get there?
The meeting point is the Clearwater Beach Municipal Marina, which is accessible via public transportation and nearby parking options.

Is there a minimum number of travelers?
Yes, but if the minimum isn’t met, the tour may be canceled and you’ll be offered another date or a full refund.

Whether you’re a sailing novice or a seasoned enthusiast, this cruise offers a relaxed, genuine taste of Clearwater’s maritime charm. With friendly crew, scenic views, and wildlife sightings, it’s a peaceful way to enjoy a slice of Florida’s coast.