- A Private, Luxurious Day on the Water in Key West
- Key Points
- Why This Trip Stands Out
- The Itinerary: What to Expect
- The Practicalities: What’s Included & What to Bring
- Who Will Love This Experience?
- Final Thoughts
- Frequently Asked Questions
- More Snorkeling Tours in Key West
- More VIP Experiences in Key West
- More Tour Reviews in Key West
- More Key West experiences we've covered
A Private, Luxurious Day on the Water in Key West

If you’re seeking a more intimate and relaxed way to explore the waters of Key West, the Luxury Sandbar and Snorkeling trip offered by Casual Monday Charters might be just what you’re after. For $1,200 per group, up to six people, you get about four hours aboard the sleek Still Dreamin, a Belzona 325 Center Console that combines style with comfort. This isn’t your typical crowded sightseeing cruise; instead, it promises a tailored experience—where you and your companions set the pace, visit uncrowded snorkeling spots, and enjoy the laid-back vibe of a private boat trip.
Two features we particularly appreciate are how flexible the itinerary can be—your captain, Zak, aims to craft a day that suits your interests—and the luxury touches on the boat. Think wraparound bow seating, a sun lounger, and a power shade to keep you comfortable under the sun. The boat’s water-level access makes jumping in or out easy, and amenities like a premium sound system and enclosed bathroom make the whole experience feel more like a floating retreat than a simple excursion.
A slight consideration is that this is a premium experience with a correspondingly higher price tag. If you’re traveling on a tight budget, it might seem steep, but for those craving personalized service and a private setting, the value is clear.
This tour is ideal for couples, small groups of friends, or families who want to enjoy snorkeling without the hustle and noise of large tour boats. It’s perfect if you’re after authentic marine encounters, a relaxed vibe, and the chance to customize your day among the islands’ best spots.
Key Points

- Private Experience: Only your group participates, ensuring a personalized adventure.
- Flexible Itinerary: The captain can adapt stops based on weather and your preferences.
- Luxury Comfort: Well-designed boat features, including a sun lounger and water-level access.
- Snorkeling & Sandbars: Explore vibrant coral gardens and relax in shallow, clear waters.
- All-Inclusive: Bottled water and snorkel gear are provided, with BYOB policy.
- Duration & Size: About 4 hours for up to 6 people, offering an intimate, unrushed experience.
Fascinated by underwater life? Here are other snorkeling spots we've covered in Key West
Why This Trip Stands Out

The first thing you’ll notice is the superior comfort of the Still Dreamin.* On a typical snorkel cruise, you might be squeezed into a crowded boat, fighting for space and fighting off noise. Here, you get the luxury of privacy and the ability to set your own pace. Whether you want to spend a long time exploring the reef or just lounge at a sandbar with your friends, this trip offers a level of flexibility that’s hard to find elsewhere.
Secondly, the stunning waters of Key West are a major draw. With the trip heading out to the only living coral reef in the continental U.S., you’ll be able to see a vibrant underwater world that many visitors miss due to crowded boat tours. The chance to spot dolphins on the ride out is an added bonus, making the journey itself an integral part of your adventure.
From the reviews and details, it’s clear that many guests find the scenic stops the highlight. Snorkeling in clear, calm waters among lively marine life is often described as “a highlight of our trip” and “better than we expected”. The sandbars provide a perfect spot to relax, float, and soak up the island vibes in shallow, inviting waters.
The personalized nature of the trip is a key selling point. With Captain Zak crafting the day around your interests, you’re more than just another tourist—you get a customized experience. This is especially valuable if you’re celebrating a special occasion or simply want to indulge in a peaceful, unhurried day on the water.
The Itinerary: What to Expect
The day begins at the marina in Key West, where you’ll meet your captain and board the Still Dreamin.* Once underway, the first stop is usually a local snorkeling spot. Here, you can expect to see vibrant coral gardens and a variety of marine life. Snorkeling gear is provided, so you can gear up and jump right into the crystal-clear water—no fuss, no long lines.
The water at these sites is typically calm and inviting, making for a comfortable and immersive snorkeling experience. As one review highlights, the “crystal-clear waters and vibrant marine life” make for unforgettable sights. Expect to see colorful fish, coral formations, and perhaps even a curious dolphin or two if you’re lucky.
After snorkeling, the boat moves on to a sandbar—a shallow, flat area with waist-deep water that feels like your private island. Here, you can swim, float, or simply relax on the boat’s comfortable sun lounger or in the shallow waters. This part of the trip is perfect for unwinding and soaking up the island atmosphere.
Depending on weather conditions and group preferences, you might visit multiple locations, each offering a slightly different experience. The flexibility means your trip could include additional snorkeling spots or relaxing stops, tailored to how you feel that day.
The return trip usually offers a scenic cruise back, perhaps with a dolphin sighting or a chance to enjoy some music on the premium sound system. You’ll head back to the marina with plenty of great memories—possibly feeling a little more relaxed and a lot more sun-kissed.
The Practicalities: What’s Included & What to Bring

Included are bottled water and snorkeling equipment, making it easy to focus on the fun. You’re encouraged to bring your own snacks for the trip, along with sunscreen, hats, and towels, to stay comfortable and protect yourself from the sun.
BYOB means you can bring your favorite drinks to enjoy on the boat—perfect for celebrating a special occasion or just relaxing with a cold beverage. Remember that alcohol policies are relaxed, but always drink responsibly on the water.
The meeting point is conveniently located at 5950 Peninsular Ave, Key West. The trip lasts about 4 hours, making it a manageable yet fulfilling outing—ideal for a morning or early afternoon adventure.
As it’s a private tour, only your group will participate, ensuring a quiet, intimate atmosphere free from the chaos of larger boat tours.
Who Will Love This Experience?

This trip is best suited for those seeking a luxurious, private experience with a focus on snorkeling and relaxing at sandbars. It’s ideal for small groups, families, or couples wanting a more personalized touch, away from the hustle of large tour boats.
If you value comfortable surroundings, flexibility, and authentic marine encounters, you’ll find this experience a wonderful way to see the waters of Key West. Plus, if you’re after stunning views and a chance to spot dolphins along the way, this trip hits all those marks.
While in Key West, here are other experiences we've covered
- Luxury Outdoor Sip & Paint Experience- Near Miami
- VIP Key West Paranormal Investigation: Old Firehouse # 3
- Half Day Luxury Boat Tour in Key West with Snorkeling
- Fort East Martello Ghost Tour & VIP Robert the Doll Experience
- Luxury boat excursions in key west!
- Key West Private Luxury Charter Rental: Boat Rental with Captain
Final Thoughts

The Luxury Sandbar and Snorkeling trip in Key West offers a rare combination of comfort, privacy, and adventure. The quality of the boat, the flexibility of the itinerary, and the chance to enjoy uncrowded snorkeling spots set this experience apart from typical group tours.
While it comes at a higher price, the personalized service and luxurious touches make it a great value for those looking to indulge and truly savor their time on the water. Whether celebrating, exploring, or simply relaxing, you’ll come away with beautiful memories and inspiring views of one of Florida’s most inviting coastlines.
If you’re after a peaceful, tailored day in the water with plenty of opportunities to snorkel and relax, this trip is undoubtedly worth considering.
Frequently Asked Questions

How long is the tour?
The trip lasts approximately 4 hours, providing enough time for snorkeling, relaxing on the sandbar, and enjoying the scenery without feeling rushed.
What is included in the price?
Bottled water and snorkeling equipment are included. You can bring snacks and drinks, as casual Monday Charters is BYOB.
Is this a private tour?
Yes, only your group will participate, offering a quiet, personalized experience.
Can I bring my own drinks?
Yes, this is a BYOB experience, so you’re welcome to bring your favorite beverages.
Are there any age restrictions?
Most travelers can participate, making it suitable for families and individuals. For specific age restrictions, it’s best to contact the provider directly.
What should I bring?
Bring sunscreen, hats, towels, and snacks. Wear comfortable clothing suitable for water activities.
What happens if the weather is bad?
The trip requires good weather. If canceled due to poor conditions, you’ll be offered an alternative date or a full refund.
Where do I meet for the tour?
At 5950 Peninsular Ave, Key West, which is accessible and close to public transportation.
This private snorkeling and sandbar trip offers a relaxing yet adventurous way to experience Key West’s waters. It’s a perfect choice for those wanting an upscale, customized day on the water, away from the crowds, and immersed in the natural beauty of the Florida Keys.
More Snorkeling Tours in Key West
- Dolphin Watching and Snorkeling Key West
- Boat Excursion in Florida Keys with Snorkeling Equipment
- Key West: Morning Snorkeling Breakfast & Drinks, Conch Train
- Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling
- 3 Hour Private Snorkeling in Marathon Florida
- Half Day Charter Sandbar Snorkeling and Eco Adventure
More VIP Experiences in Key West
- Dry Tortugas National Park Day Trip by Luxury Private Boat
- Key West Private Luxury Charter Rental: Boat Rental with Captain
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- Fort East Martello Ghost Tour & VIP Robert the Doll Experience
- Half Day Luxury Boat Tour in Key West with Snorkeling
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More Tour Reviews in Key West
More Key West experiences we've covered
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- Reef Snorkel Adventure at Sombrero Key Light Reef
- 6 Hour Shared Deep Sea Fishing in Key West
- Key West : Best Street Food Tour With A Local Guide
- Key West Dolphin & Snorkel Tour – Small Group
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- Key West After Dark, Ghost, Santeria & Voodoo Pedicab Tour
- From Key West: Sandbar Cruise with Lunch and Open Bar (18+)
- Private Customizable Charter in Marathon Florida
- 24′ Hurricane Sundeck Boat Rental
- 4 Hour Shared Deep Sea Fishing in Key West
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