Dock Side Adventure Kayak, Paddle Boarding, Sunfish sailboats: A Practical Look

Planning a day on the water in Key West? This Dock Side Adventure promises a mix of fun, relaxation, and active pursuits, all while enjoying the stunning views of this iconic Florida destination. If you’re someone who loves variety—paddling, sailing, swimming, and lounging—this experience might just be what you’re after.
What really catches the eye are the full access to multiple water toys—including kayaks, paddle boards, and sailboats—and the chance to hang out on a large double-deck slide boat. Plus, the option to relax with music, barbecue, or swim directly off the boat makes this a well-rounded day on the water. That said, be aware that lunch is not included, so you’ll want to plan for that. This tour is ideal for those who love active, flexible outdoor adventures in a private setting, with enough time to enjoy multiple water activities.
One thing to consider is the moderate physical activity level required; it’s not a casual day for everyone, especially if you’re not comfortable on the water or with physical exertion. Still, if you’re looking for a personalized, all-in-one water day that keeps things fun and flexible, this could be a great pick.
Key Points

- Full access to water toys including paddle boards, kayaks, and sailboats.
- Enjoy the large, multi-level slide boat with Bluetooth sound and a grill, perfect for relaxing or socializing.
- Snorkeling gear included for exploring underwater attractions nearby.
- Swim off the boat or relax on a floating mat for downtime.
- Private tour, so you get a tailored experience without crowded groups.
- Barbecue lunch/dinner option, but note that lunch isn’t included in the price.
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What You Can Expect on the Day
Starting Point & Duration:
Your day begins at the Naval Air Station on Front Street, with the tour lasting around 8 hours. The flexibility of the schedule means you can spend plenty of time enjoying each activity without feeling rushed. The meeting point is straightforward, near public transportation, which makes arriving pretty hassle-free.
The Water Toys & Activities:
Once onboard, you’ll have full access to four paddle boards and four kayaks. These are perfect for paddling around at your own pace—whether you want a gentle glide or a more vigorous workout. The two Sunfish sailboats open up a whole new way to experience the water, especially if you’re curious about sailing but lack experience. For snorkelers or those interested in spearfishing, there’s an 11 ft Boston Whaler ready to explore some top snorkeling spots just a short boat ride away.
The Double Deck Slide Boat:
Arguably the highlight, this 30-ft boat with two levels serves as the central hub for the day. Equipped with a Bluetooth speaker system, you can enjoy your favorite tunes while lounging or swimming. There’s an ice chest and outdoor grill—making it easy to stay refreshed and cook up some of your snacks or meals. You might find yourself hanging out here, sunbathing or jumping off the deck for a quick splash.
Snorkeling & Swimming:
The tour mentions excellent snorkel spots within a 10-minute boat ride. Expect clear waters and chances to see marine life, though specific species or underwater features aren’t detailed. The swimming off the boat or relaxing on the floating mat provides a delightful way to cool off and soak up the sun.
Food & Drinks:
While the barbecue lunch or dinner is included, it’s worth noting that the cost of the tour doesn’t include the meal itself—so you might want to bring some extra snacks or drinks. The outdoor grill on the boat can be turned on for a casual meal or a sunset dinner, adding to the laid-back vibe of the day.
The Price & Value

At $143, this experience offers a lot of variety and flexibility. For a full day on the water, including access to multiple water toys, snorkeling equipment, and the social space of the slide boat, it’s a decent deal—especially since it’s a private tour. You’re not sharing with large crowds, which enhances the feeling of exclusivity and comfort.
If you enjoy active pursuits, sailing, or just being on the water, the price reflects a comprehensive day that covers multiple interests. Keep in mind that the lunch isn’t included, so you’ll want to budget for that separately, but the overall experience is designed to keep you busy and entertained.
Who Will Love This Tour?

This adventure is particularly suited for water lovers who want to try different activities in one go without jumping from one boat to another. It’s perfect if you’re traveling with friends or a small group who enjoy paddling, sailing, and relaxing in the sun. Those interested in snorkeling or spearfishing will appreciate the nearby spots accessible by boat.
It’s also a good fit for those who prefer a private, customizable day rather than a crowded tour, plus anyone looking for a mix of active fun and chill time in the Keys. If you’re not thrilled about a lot of physical exertion, keep in mind you should have a moderate fitness level.
The Sum Up

For anyone wanting to maximize their time on the water in Key West, this Dock Side Adventure offers a solid blend of activities, relaxation, and social space. The full access to kayaks, paddle boards, and sailboats means you’ll likely find something that suits your style, whether that’s paddling quietly, sailing, or just floating on the large mat. The double deck slide boat adds a fun, social element and makes the experience feel like a private beach day with all the amenities.
While the price is reasonable for a full day of water-based fun, be prepared to handle a bit of physical activity if you plan on paddling or sailing. The lunch not included might be a minor inconvenience, but you can bring your own snacks or plan to eat after the tour.
This experience would suit adventurers, water sports enthusiasts, or anyone looking for a flexible, active day in the Keys. If you’re after a private, all-in-one water day with options for relaxing or active pursuits, it’s worth considering.
While in Key West, here are other experiences we've covered
- Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks
- Florida Keys Kayak And Paddleboard Rentals
- Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
- Private Key West Sandbar and Paddle by Boat
- Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset
- Guided Night Kayak Adventure Tour in Luminous Lagoon
Dock Side Adventure Kayak, Paddle Boarding, Sunfish sailboats
FAQ

Is this a shared or private tour?
This activity is private, meaning only your group will participate, allowing for a more personalized experience.
How long is the tour?
The tour lasts approximately 8 hours, giving plenty of time to try different water activities and relax.
What water equipment is included?
You get access to 4 paddle boards, 4 kayaks, 2 Sunfish sailboats, and snorkeling gear.
Can I snorkel during the tour?
Yes, snorkeling equipment is provided, and there are excellent spots within a 10-minute boat ride.
Is lunch included?
No, lunch is not included in the price, but there’s an outdoor grill on the boat to prepare food if you wish.
Are there any physical requirements?
Yes, travelers should have a moderate physical fitness level to comfortably enjoy paddling, sailing, and swimming.
What’s the meeting point?
The tour begins at 6810 Front St, Naval Air Station Key West, FL 33040, and is accessible via public transportation.
Is there a cancellation policy?
Yes, you can cancel up to 24 hours in advance for a full refund.
Can service animals participate?
Yes, service animals are allowed on the tour.
If you’re craving a lively, flexible water day that combines fun, fitness, and relaxation in Key West, this tour seems like a worthwhile option. Just plan ahead for the meal and be ready to enjoy a memorable day on the water.
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