(239) 301-8913 Departing Marco Island & Naples, FL
⚓ USCG Licensed & Insured 4.9★ from 2,000+ guest reviews — read them on Google & Tripadvisor
Guests relaxing aboard a private Sand Dollar charter boat on calm water near Naples, Florida

Near Your Stay

Boat Tours Near Naples Beach Club, a Four Seasons Resort

You’re staying at the newest luxury flagship in Old Naples, beachfront on Gulf Shore Boulevard. The water day that matches it is a private charter — your own boat, your own captain, your own route and timing — about a 10–15 minute drive east to our Naples Bay dock.

  • Naples Bay Resort & Marina
  • 1.5–2 hour cruises
  • Private — your group only
  • USCG Master Captains
Nearest dockNaples Bay Resort & Marina
From the propertyabout a 10–15 min drive
WaterNaples Bay, Gordon Pass & the Gulf
You may seedolphins, Port Royal estates, sunsets — no guarantees

Your Own Boat, Your Own Day

Start with the private charter

Start with the private charter. That’s the honest recommendation for anyone staying at Naples Beach Club, a Four Seasons Resort — beachfront on Gulf Shore Boulevard in Old Naples, on the site of the former Naples Beach Hotel & Golf Club, and the newest luxury flagship in a town that doesn’t open many of them. Book a private trip with us and you get the whole boat: your own captain, your own group, your own route and your own start time. No shared benches, no posted departure you have to build an afternoon around, no script anyone has to get through. You tell us what you want out of the water — estates, dolphins, the sunset, or all three in one run — and we point the bow that way.

The cruise that lands hardest with guests at this address is the Port Royal run. Port Royal is the waterfront neighborhood at the south end of Naples, where the canals feed out to Gordon Pass and the Gulf — effectively the water-side equivalent of the streets you’re already staying on. From the boat you read it the way it was built to be read: deep private docks, coral-stone seawalls, boat lifts, clipped mangrove edges, and long low houses turned to face the evening light. We idle those canals slowly and respectfully. We won’t point at doors or trade in who-owns-what, because most of that talk is myth repeated by people who weren’t there — but ask us about the water, the tide, or the osprey on the piling and you’ll get a straight answer.

Push that same charter to the back half of the afternoon and it becomes a sunset cruise, which is where owning your own timing really pays off. We slip out Gordon Pass as the light turns gold, with the color stacking up behind Keewaydin Island, the wild boat-only barrier island just south of the pass. Bottlenose dolphins live in this water year-round and often roll up alongside or surf the wake — a genuine chance most evenings, though they’re wild animals on their own schedule and we’ll never promise them. If you’re marking an anniversary, a proposal or a milestone birthday, say so when you book and your captain will shape the run around it. Bring a light layer; the bay turns cool and glassy once the sun is down.

  • The whole boat, your own captain — and your own start time
  • Port Royal’s canals and estates, read from the water
  • Golden hour out Gordon Pass toward Keewaydin Island
  • About a 10–15 minute drive east to our Naples Bay dock
Check Availability
A Sand Dollar private charter boat underway on calm water near Naples, Florida
Your own boat, your own route — a private charter out of Naples Bay

Getting There

From Naples Beach Club to the dock

Gulf side to bay side — here’s the honest, step-by-step version of the shortest part of your day.

01

Start: beachfront on Gulf Shore Boulevard

Naples Beach Club, a Four Seasons Resort, sits beachfront on Gulf Shore Boulevard in Old Naples, on the site of the former Naples Beach Hotel & Golf Club — the newest luxury flagship in town, opened to guests in late 2025. You have the open Gulf out front, and Third Street South and 5th Avenue South a few minutes inland. What you don’t have out that front door is a boat. Our fleet runs from a protected marina on the bay side of town, and that’s exactly what lets a captain reach Naples Bay, Gordon Pass and the Port Royal canals in calm water instead of pounding across the open Gulf to get there.

02

The drive east — about 10 to 15 minutes

Plan on roughly a 10–15 minute drive from the resort to Naples Bay Resort & Marina at 1500 5th Avenue South. It’s a short, pretty run: down Gulf Shore Boulevard and east across Old Naples, or out to US-41 and back down into the 5th Avenue South district. Treat that as a range, not a promise — season, time of day and the downtown crawl all move the number, so drop your own address and the marina into a map app before you leave and trust your phone over our estimate. For evening departures a rideshare is our honest suggestion, since nobody then has to think about parking or the drive back.

03

The dock: Naples Bay Resort & Marina

We meet you at Naples Bay Resort & Marina, 1500 5th Avenue South, on protected Naples Bay at the east end of the same avenue you’ve probably already walked. It’s a calm, tidy, easy-to-navigate marina — no surf, no beach launch, none of the ramp-traffic scrum you get at a Gulf-front access. Once you’ve booked, we send the exact slip and a short where-to-meet note, so you’re not wandering the docks reading hull names off transoms. Your captain will be aboard ahead of you, and the walk from the parking area to the boat is flat and takes a couple of minutes.

04

Parking, arrival and the clock

There’s parking at and around the marina and through the 5th Avenue South district, and a rideshare puts you within a few steps of the dock. Come about ten minutes ahead of your booked time — not because we rush anyone, but because the last thing you want at the start of a private charter is to arrive breathing hard. Restrooms are right there before you board. If a car runs late or the day shifts on you, call us at (239) 301-8913; a real person picks up, and we would far rather move a departure by a few minutes than have you watching a clock on your vacation.

05

What to bring aboard

Keep it light: soft-soled shoes, sunglasses, a hat, reef-safe sunscreen, and a layer for the ride home, because the bay cools off in a hurry once the sun drops. A real camera, or a phone lens you’ve actually wiped clean, earns its keep on the Port Royal run and again at golden hour. We handle the shaded seating and the water; you bring whatever you’d like to sip and snack on, and we’re glad to talk that through when you book. If you’re marking an occasion, tell us early so we can help you plan what comes aboard. Leave anything you’d hate to lose over the rail back in the room.

06

Then the boat is yours

From the moment you step aboard, the schedule belongs to you. Your captain will lay out the options at the dock — up the Port Royal canals, out Gordon Pass toward Keewaydin Island, or a slow loop of Naples Bay looking for dolphins — then run whichever one you want, narrating as much or as little as suits your group. Want to sit still where the light is good? We sit still. Want to turn for home early? We turn. Ninety minutes to a couple of hours later you’re back at the same slip with the whole evening on Third Street South or 5th Avenue South still ahead of you, and the resort a few minutes west.

Who It Suits

A great fit if you’re…

Guests at this end of Old Naples tend to want the private version — here’s who books us.

Set on having the boat to yourselves

A private charter is your group only — your captain, your route, your departure time, and nobody else’s itinerary sharing the rail with you.

Curious about Port Royal

The canals and waterfront estates at the south end of Naples are the water-side version of the neighborhood you’re staying in, and they read best from a boat.

Running on your own clock

Book the time that fits the rest of your day — a late-morning bay run, or a golden-hour departure timed to land you back before dinner downtown.

Marking something worth marking

Anniversaries, proposals and milestone birthdays — tell us when you book and your captain will build the run around the moment.

On the Water

What a private day looks like

Your own charter out of Naples Bay, the Port Royal waterfront, and the light at the end of it.

A Sand Dollar private charter cruising protected Naples Bay near downtown Naples, Florida
Out of Naples Bay Resort & Marina
Waterfront estates and private docks along the Port Royal canals in Naples, Florida
Port Royal, from the water side
A fiery orange Gulf sunset seen from a boat off Naples, Florida
Golden hour out Gordon Pass

Good to Know

Boat tours near Naples Beach Club, Naples

Straight answers to what guests at the new Four Seasons ask us most.

How far is the dock from Naples Beach Club, a Four Seasons Resort?

Figure about a 10–15 minute drive from the resort to our dock at Naples Bay Resort & Marina, 1500 5th Avenue South — essentially a hop from the Gulf side of Old Naples across to the bay side. That’s a range rather than a promise, because season and time of day move it, so put your own address and the marina into a map app before you head out. Plenty of guests take a rideshare instead of driving, especially for a sunset departure, and it drops you a few steps from the slip. Either way it’s the shortest part of the day by a wide margin.

Do you pick guests up at the resort?

No — we depart from the marina, not the hotel, so there’s no lobby or beachfront pickup and no boat pulling up to the sand out front. You come to us at Naples Bay Resort & Marina, and we send the exact slip and a where-to-meet note once your trip is booked. We should also say plainly that Sand Dollar Shelling & Boat Tours isn’t affiliated with Naples Beach Club or Four Seasons in any way — there’s no partnership and no package between us. We’re a locally owned, captain-led company that’s simply glad to take care of guests staying there.

Which trip should we book for a stay here?

Start with a private charter. It’s the cleanest answer for this stay: the whole boat is yours, the route is yours, and the departure time is yours instead of somebody else’s posted schedule. From there most guests layer on the Port Royal mansion cruise for the canals and estates, or push the departure to the back of the afternoon so the same trip finishes as a sunset. A lot of groups do all three inside one unhurried outing. If you’d rather keep it simple and join a scheduled cruise, our dolphin and sunset trips leave from the same dock — just tell us what you’re after and we’ll point you at the right one.

Can we choose our own departure time and route?

On a private charter, yes — that’s the entire point of booking one. You pick the time that fits the rest of your day, and your captain talks the route through with you at the dock rather than reading from a script. Head up the Port Royal canals, run out Gordon Pass toward Keewaydin Island, work the bay for dolphins, or string them together; change your mind halfway through and we’ll change with you. Availability, weather and the tide are the only real limits, and your captain will be straight with you about all three when you book and again on the morning of your trip.

What will we actually see on the Port Royal cruise?

Port Royal is the waterfront neighborhood at the south end of Naples where the canals meet Gordon Pass, and from the water you get long private docks, coral-stone seawalls, boat lifts, and low wide houses built to face the evening light. We idle it slowly and respectfully, and we talk about the water, the architecture and the birdlife rather than trading in who-owns-what, because most of that talk is myth. Wild bottlenose dolphins live here year-round and turn up often, sometimes right alongside the boat — but they’re wild animals on their own schedule and we’ll never promise them. Herons, ospreys and pelicans are near-constant company along the seawalls.

How do we book, and what does it cost?

Tap any ‘Check availability’ button on this page to reach our booking calendar, or call (239) 301-8913 and talk to a local person who can help you pick the right run. Private charters and Port Royal cruises are quoted when you reserve, because the number depends on the boat, the length of the trip and the size of your group — we’d rather quote your actual day than post a price that doesn’t fit it. Our scheduled shelling trips are the one published exception, from $125 per adult and $90 per child, and the Naples Bay water shuttle is $20 per person. Mention where you’re staying and we’ll match the timing to it.

Reserve Your Seats

Ready to get on the water?

Check availability and book a private charter — about 10 to 15 minutes east of the resort, and then the boat is entirely yours.

Or call (239) 301-8913

Your Old Naples Stay, On the Water

Book your private boat from Naples Beach Club

Private charters, the Port Royal mansion cruise and golden-hour sunsets, all out of our Naples Bay dock a short run east. Tell us your dates and your group and we’ll build the run around them.

← All stays we serve

Proud member, Greater Naples Chamber of Commerce · Listed with VISIT FLORIDA, Paradise Coast CVB, Visit Marco Island & Visit Naples

Book Now