A wild bottlenose dolphin leaping from the boat wake on a Sand Dollar dolphin cruise in Southwest Florida

Near Your Stay

Boat Tours Near The Capri Inn, Naples

Whether this is your fifth Old Naples winter or your first trip down, the water day is the easy part — our Naples Bay dock is about a 5–10 minute ride east of your block, and the boat handles the rest.

Naples Bay Resort & Marina
1.5–2 hour cruises
All ages aboard
USCG Master Captains

Check Availability & Book (239) 301-8913

Nearest dockNaples Bay Resort & Marina

From the propertyabout a 5–10 min drive

Waterprotected Naples Bay & Gordon Pass

You may seedolphins, the pier, sunsets — no guarantees

The Unhurried Downtown Day

The quiet block, and the bay behind it

The Capri Inn sits at 955 7th Avenue South, an Old Naples boutique property in the Opal Collection, a couple of blocks off the 5th Avenue South noise. If you booked this address years ago under a different name, you’re not misremembering: this is the property formerly known as Trianon Old Naples, which was sold and renamed. Either way, the route to the water hasn’t changed a bit. Naples Bay Resort & Marina sits at 1500 5th Avenue South, about a 5–10 minute drive or rideshare east — short enough that most guests slot the boat trip into a day rather than build the whole day around it.

That off-the-avenue address is exactly why you should plan an unhurried day instead of a packed one. Walk Third Street South in the morning while the sidewalks are still mostly empty, drift west to the Naples Pier and watch the pelicans work the pilings and the tide turn under the boards, then hand the afternoon to the bay. Our dolphin cruise runs the protected length of Naples Bay and out toward Gordon Pass, where the current stacks bait against the rocks. Wild bottlenose dolphins live here year-round and often surf the wake or roll up alongside — a real chance most runs, though they keep their own hours and we never promise them.

Come back a second or third winter and the same dock opens other doors. Push the departure to the back of the afternoon and you have a sunset cruise: out the pass with the color building behind Keewaydin Island, the wild, boat-only barrier island just south of the city. Book the whole boat and a private charter takes its shape from your group and your clock instead of ours. And on an evening you’d rather not touch the car at all, the Naples Bay water shuttle runs the bay to waterfront dining at $20 per person. Bring a light layer whichever one you pick — the bay turns cool and glassy the moment the sun is down.

About a 5–10 minute ride east to the dock
Third Street South, the Naples Pier, then the bay
Dolphins year-round in the bay — often, never promised
Sunsets out Gordon Pass toward Keewaydin Island

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Guests watching wild dolphins from a Sand Dollar boat on the water near Naples, Florida — ⚓ The afternoon run on Naples Bay, minutes from Old Naples

Tours That Fit the Stay

The trips that fit a Capri Inn stay

Start with the bay, then pick your hour. Everything here leaves from the same dock, a short ride east of your block.

Dolphin ToursWild bottlenose dolphins in Naples Bay and the passes — often alongside, never promised. Sunset CruisesGolden hour out Gordon Pass toward Keewaydin — the Gulf sunset from water level. Naples Bay Water Shuttle$20 per person along the bay to waterfront dining — the easy way to dinner. Private ChartersThe whole boat, your route, your timing — the returning guest’s upgrade. Port Royal Mansion CruiseIdle the canals where the bay meets the Gulf and read the waterfront estates. Shelling TripsBoat-only island beaches in the Ten Thousand Islands, from our Goodland dock.

Getting There

From The Capri Inn to the dock

A few quiet blocks of Old Naples, then the bay. Here’s the honest version, step by step.

Start: 7th Avenue South, Old Naples

The Capri Inn sits south of the 5th Avenue South action, in the low, shaded grid of Old Naples where the streets go quiet not long after dinner. That’s the whole appeal of the address — close enough to walk into downtown, far enough that you aren’t sleeping in the middle of it. It also drops you almost exactly between the two halves of the town worth knowing: the Gulf beach and the Naples Pier a handful of blocks west, and Naples Bay a handful of blocks east. Most visitors only ever go west. The bay side is the one that has our dock on it, and it’s the side of Naples that repeat guests tell us they wish they’d found sooner.

The ride east to the bay

Plan on about a 5–10 minute drive or rideshare east to Naples Bay Resort & Marina, 1500 5th Avenue South. It is a genuinely short hop: you cross the downtown grid, pick up 5th Avenue South, and the marina is waiting at the far end where the street runs out of pavement and into water. Treat that as a range and not a promise, though. In season a single light on US-41 can eat five minutes, and 5th Avenue backs up around dinner hour, so drop your own address into a map app before you head out. A lot of guests rideshare both directions so nobody is watching the clock on the way down or hunting a parking space on the way back.

The dock: Naples Bay Resort & Marina

We meet you at Naples Bay Resort & Marina, right on protected Naples Bay. It’s a calm, walkable marina — wide docks, easy footing, no surf and no beach-ramp scramble — and it’s the reason we run from here rather than off the Gulf front. From this slip we’re into the bay within minutes and at Gordon Pass shortly after, in flat water both directions, which matters a great deal if anyone in your group is uneasy about boats. Once you’ve booked we’ll send the exact slip and a plain where-to-meet note so you’re not wandering the docks reading transom names. If anything goes sideways, call (239) 301-8913 and a real person picks up.

Parking & arrival

There’s parking at and around the marina and through the 5th Avenue South district nearby, and it thins out fastest on high-season evenings — which is the honest argument for a rideshare on a sunset trip. Aim to be at the dock about ten minutes before your booked time so boarding is unhurried and nobody is jogging down the boardwalk; restrooms are right there at the marina before you step aboard. If you do drive and would rather not move the car afterward, the avenue is right in front of you for a drink or a table, and the walk back to your vehicle is a short one. Arriving early has never once been wasted time at this dock.

What to bring

Keep it light: soft-soled shoes, sunglasses, a hat and reef-safe sunscreen. The bay always reads warmer from shore than it does at cruising speed, so bring a layer for any trip that finishes near dark — sunset cruises in particular come home cool and glassy. A camera, or just a phone lens you’ve wiped clean, earns its keep on the dolphin runs and again at golden hour when the light does most of the work. We handle the shaded seating and the water; whatever you’d like to drink or snack on rides along with you, and we’re glad to talk that through when you book. Anything you’d hate to watch sink stays back in the room.

Then: the cruise, and the evening after

Once the lines are off, the planning stops. Your captain works the bay, then slides out toward Gordon Pass where the tide runs hard against the rocks and the birds give the fish away, and narrates as much or as little as you’d like. Ninety minutes to a couple of hours later you’re back at the same slip with the light going gold across the basin. From there the evening rebuilds itself without effort: dinner on 5th Avenue South a step from the dock, or the Naples Bay water shuttle out to a waterfront table at $20 per person, and then the short ride home to a quiet block of Old Naples. That’s the whole shape of it.

Who It Suits

A great fit if you’re…

Repeat Old Naples visitors and first-timers on a quiet block tend to book us for the very same reason.

Coming back to Naples

You’ve walked the avenue and the beach on past trips — the bay is the half of this town most repeat visitors have never actually seen.

Staying just off the main drag

You picked a quieter block on purpose, so we’ll run the water day the same way: small boat, easy pace, nobody’s crowd but your own.

Traveling with family

Stable, shaded seating and a 1.5–2 hour run — long enough to see something real, short enough for everyone aboard.

A couple with one free evening

Golden hour out Gordon Pass, then a short ride back to a table downtown. It’s the easiest good night in Naples.

On the Water

What the afternoon looks like

Dolphins in the bay, the color out past the pass, and the ride home along the waterfront.

A wild bottlenose dolphin surfacing beside a Sand Dollar boat near Naples, Florida — Up close in the bay

A purple and gold afterglow over the Gulf of Mexico off Naples, Florida — The afterglow, out past Gordon Pass

The Naples waterfront seen from a Sand Dollar boat on protected Naples Bay — Waterfront views on the bay run

Keep Planning

More ways to plan your Old Naples week

A sibling stay, the pier down the street, and every property we serve.

Near Hotel EscalanteThe other Old Naples boutique on our list — same downtown, same dock. The Naples PierThe story behind the landmark a few blocks west of your door. Boat Tours in Olde NaplesEverything we run out of the downtown side of the city. All Stays We ServeEvery hotel and marina we run boat tours near.

Good to Know

Boat tours near The Capri Inn, Naples

The straight answers Old Naples guests ask us for most.

How far is your dock from The Capri Inn?

Plan on about a 5–10 minute drive or rideshare east to Naples Bay Resort & Marina at 1500 5th Avenue South. That’s a range rather than a promise — the real number moves with the season, the time of day and how the lights on US-41 are behaving — so drop your own address into a map app before you head out and trust your phone over our estimate. It’s a straightforward run through the Old Naples grid and out 5th Avenue South to the water. Plenty of guests rideshare so nobody has to think about parking, or about driving anywhere after a sunset trip.

Do you pick up at the hotel?

No — we depart from the marina, not the property, so there’s no lobby or curbside pickup and no shuttle from your door. It’s a short ride east to Naples Bay Resort & Marina, and once you’ve booked we’ll send you the exact slip along with a plain where-to-meet note. We should also say this plainly: we’re not affiliated with The Capri Inn or the Opal Collection, and there’s no partnership or package between us. We’re a locally owned, captain-led boat company that’s simply glad to take care of the guests staying on these blocks.

We’ve stayed on this block before — what should we do differently this time?

If you’ve already done the bay-and-dolphins run, the two natural next moves are the Port Royal mansion cruise, which idles the canals down where Naples Bay meets the Gulf, and a private charter, where the route and the timing are yours to set instead of ours. Returning guests also tend to graduate to the wild side of what we do: our shelling trips leave from the Goodland dock on the Marco Island side, a longer drive southeast of you, and put you on boat-only beaches in the Ten Thousand Islands. That one’s a full outing rather than an afternoon, and it’s the trip people come back for.

What does a good Old Naples day with a boat trip in it look like?

Here’s the version we’d plan from your block. Coffee and a slow lap of Third Street South while it’s still quiet, then a few blocks west to the Naples Pier to watch the pelicans work the pilings and the water change color as the tide turns. Head back for the middle of the day and keep it easy. Then give the afternoon or the evening to the bay — a dolphin cruise in flat afternoon light, or a sunset run out Gordon Pass. Dinner is a short ride or a water-shuttle hop away once you tie up. Nothing on that list requires hurrying, which is rather the point of staying where you’re staying.

Will we actually see dolphins?

Often, and ‘often’ is the honest word for it. Wild bottlenose dolphins live in Naples Bay, Gordon Pass and the nearshore Gulf year-round, and they regularly surf the wake or roll up alongside the boat — but they’re wild animals on their own schedule and we will never promise them to you. What we can offer is a captain who knows which bars, points and passes they tend to work as the tide moves. You’ll see ospreys, herons and pelicans on most trips, and roughly November through March, once the water drops below about 68 degrees, there’s a chance of a manatee in the calmer backwaters — scattered singles here, not the big Crystal River gatherings.

How do we book, and what does it cost?

Tap any ‘Check availability’ button on this page to land in our booking calendar, or call (239) 301-8913 and talk to a local person who can steer you toward the right run for your group. Most trips are quoted when you reserve, because the number depends on the boat, the length of the cruise and how many of you are aboard. The two we can post flat are our shelling trips at $125 per adult and $90 per child, and the Naples Bay water shuttle at $20 per person. If you’re working around a dinner reservation downtown, tell us and we’ll line the timing up.

Reserve Your Seats

Ready to get on the water?

Check availability and book a boat tour — a short ride east from The Capri Inn, and the bay is right there waiting.

Or call (239) 301-8913

Your Old Naples Stay, On the Water

Book your boat from The Capri Inn

Dolphin cruises, golden-hour sunsets, the Naples Bay water shuttle and private charters — all from one dock a short ride east of your block. Tell us your dates and we’ll fit the water around the rest of your week.

Book a Boat Tour (239) 301-8913

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