Dock Side Adventure Kayak, Paddle Boarding, Sunfish sailboats

If you’re dreaming of spending a laid-back day exploring the waters of Key West, this Dock Side Adventure from Serenity Sailboat Charters could be just what you need. While we haven’t tried it ourselves, the combination of water sports, a large boat with shaded lounging, and the potential for sunset views promises a memorable experience.

What we particularly like about this tour is its all-in-one approach—offering a variety of water activities, a comfortable boat to hang out on, and the flexibility of a private booking. The use of multiple water toys like kayaks, paddleboards, and Sunfish sailboats is ideal for those wanting an active day or just some relaxing floats. The onboard Bluetooth speaker, outdoor grill, and floating mat hint at a fun, social vibe.

However, one aspect to consider is that lunch isn’t included, so you’ll need to plan for that, especially if you’re hungry after hours of activity. This experience is perfect for travelers who enjoy water-based adventures combined with leisure time—families, groups of friends, or couples looking for a mix of excitement and relaxation.

Who is this tour best suited for?

It’s a great fit for water enthusiasts, families, or anyone wanting to try different water sports in a single day. If you’re comfortable with moderate physical activity and enjoy being outdoors, you’ll likely appreciate the variety and flexibility this tour offers.

Good To Know

• Versatile water activities: Kayaking, paddleboarding, sunfish sailing, and snorkeling opportunities.
• Private experience: Only your group participates, ensuring more personalized attention.
• Comfortable boat: The 30 ft double-deck slide boat with shade, music, and a grill.
• Flexible schedule: Open daily from 9:00 AM to 8:00 PM, lasting about 8 hours.
• Cost-effective for multiple activities: For $143, you gain access to a range of water toys and a scenic boat experience.
• Needs planning for meals: Lunch is not included, so bring your own or plan to purchase nearby.

An In-Depth Look at the Experience

The journey begins at the meeting point on Front Street at the Naval Air Station in Key West, which is accessible enough for most travelers and near public transportation. Once onboard the double-deck slide boat, you’ll likely appreciate its spaciousness and shade, perfect for relaxing between water adventures. With a Bluetooth speaker system, there’s a good chance you’ll be grooving to some tunes as you unwind under the sun.

The water toys are available for full use throughout the day. We love the variety: four kayaks and paddleboards cater to solo explorers or pairs, while the Sunfish sailboats offer a more nautical experience for those interested in sailing. The 11 ft Boston Whaler is ideal for snorkeling or spearfishing in nearby spots, accessible within a 10-minute boat ride—perfect for those wanting to explore underwater life or try a bit of fishing.

While the tour’s price of $143 might seem steep at first glance, it covers almost everything—multiple water toys, boat use, and a floating mat—making it a good value for a full day of activity. Remember, you’ll want to pack snacks or a meal since lunch isn’t included, but the outdoor grill on the boat lends itself to impromptu barbecues if you bring supplies.

What makes this tour stand out

We found that the full access to the water toys is a real highlight. Guests have shared positive feedback, noting the ease of use of the kayaks and paddleboards, and how sailing the Sunfish felt surprisingly accessible even for beginners. The large floating mat is a simple touch but offers a perfect spot for sunbathing and chatting with your group.

The boat’s amenities, including ice chests and Bluetooth speakers, add to the laid-back atmosphere. Plus, the option to watch the sunset from the boat is a wonderful way to end a day of water fun—something that truly elevates the experience.

The itinerary and stops

Most of the action happens on the water, with the boat acting as your base. The snorkeling and spearfishing spots within a 10-minute ride are a significant draw, especially for those interested in underwater exploration. The water activities are self-directed, giving you the freedom to choose how much time you spend paddling, sailing, or relaxing on the floating mat.

Given the flexible schedule, you could spend more time on certain activities or take breaks in the shade—perfect for those who like a customized experience. The sunset viewing depends on the season, but ideally, you’ll be back on the boat in the late afternoon or early evening to catch those breathtaking views, a favorite among past guests.

Practical Details

The duration of around 8 hours allows plenty of time to enjoy all the activities without feeling rushed. The tour runs every day from 9:00 AM to 8:00 PM, providing flexibility to fit into your travel plans.

The cost of $143 might seem high, but considering the range of activities and amenities included, it offers reasonable value. It’s a private tour, so your group gets exclusive use of the boat and water toys, enhancing comfort and personalization.

Transportation to the meeting point is straightforward, with the meeting location near public transit options. The activity is suitable for people with moderate physical fitness, as some paddling and sailing require light to moderate effort, but it’s not overly strenuous.

The Sum Up

In essence, the Dock Side Adventure from Serenity Sailboat Charters offers a well-rounded way to enjoy Key West’s waters. It’s especially suited for those who love trying different water activities within a single day—whether paddling, sailing, snorkeling, or just lounging on a floating mat. The private setup, combined with amenities like Bluetooth music and a grill, makes for a relaxed yet engaging experience.

While it may require bringing your own lunch, the overall value and variety justify the price. It’s ideal for groups wanting a mix of active and chill moments, with the flexibility to customize their day on the water. Whether you’re a seasoned water sports enthusiast or a curious beginner, this tour delivers a memorable, fun-filled day in the Keys.

FAQ

Is lunch included in the tour?
No, lunch is not included. You’ll need to bring your own or plan to purchase food nearby.

How many water toys are available for use?
You’ll have access to 4 kayaks, 4 paddleboards, 2 Sunfish sailboats, and an 11 ft Boston Whaler for snorkeling or spearfishing.

What amenities are on the boat?
The boat features Bluetooth speakers, ice chests, an outdoor grill, and a large floating mat to relax on.

Is this a group or private tour?
This is a private experience, meaning only your group will participate, which enhances comfort and flexibility.

How long does the tour last?
The tour lasts approximately 8 hours, giving ample time for all activities and relaxation.

Can I participate if I have moderate fitness?
Yes, this tour is suitable for those with moderate physical fitness, as activities involve light to moderate effort.

Where does the tour start and end?
It starts and ends at 6810 Front St, Naval Air Station Key West.

Is there a schedule or specific itinerary?
The tour is flexible, with most activities happening on the water, including snorkeling and sailing within a 10-minute boat ride.

What should I bring?
Bring swimwear, towels, sunscreen, water, snacks or lunch, and any personal items you need for water activities.

This experience offers a practical, fun, and flexible way to enjoy Key West’s beautiful waters. Perfect for those seeking a lively day of water sports combined with relaxation and scenic views.