(239) 301-8913 Departing Marco Island & Naples, FL
⚓ USCG-Licensed Captains ★ Rated 5.0 by 1,000+ guests
Guests cruising a Sand Dollar boat down a calm, palm-lined Naples waterway at golden hour, Florida

★ Naples Bay · Port Royal · Gordon Pass

Naples & Port Royal Cruises

See how the other half lives — from the water. Glide the calm canals of Naples Bay and Port Royal past jaw-dropping waterfront mansions, gleaming mega-yachts and lush private estates, then out through Gordon Pass where the dolphins play. The most beautiful real estate in Florida, with a front-row seat.

  • 90 min – half day
  • Naples Bay & Port Royal
  • Up to 26 · private option
  • 5.0 ★ rated
You'll see Waterfront mega-mansions
You'll cruise Calm Naples Bay & canals
You'll spot Dolphins through Gordon Pass
Length 90 minutes to a half day

The Cruise

The only way to really see Port Royal

Port Royal is Naples' most exclusive neighborhood — gated, hedged, and all but invisible from the street. But every estate backs up to the water. Step aboard and the whole hidden world opens up: mansion after waterfront mansion, private docks lined with yachts, and tropical gardens most people never get to see.

Your captain knows these canals by heart, weaving from the calm of Naples Bay out toward Gordon Pass and the Gulf. It's relaxed, scenic and endlessly photogenic — and you'll almost always share the water with dolphins, manatees and wading birds along the way.

  • Cruise past Florida's priciest waterfront estates
  • Glide through Naples Bay, Port Royal & Gordon Pass
  • Dolphins, manatees & seabirds along the route
  • Smooth, calm water — easy and fun for all ages
Reserve Your Spot
A Naples canal at golden hour lined with palm-shaded waterfront estates and docks, seen from a Sand Dollar boat
🏛️ Millionaire's Row

Take the Helm

Cruise Millionaire's Row

Follow the route from Naples Bay out to the Gulf. Tap a stop — or hit “Next” — to see exactly what you'll glide past.

Naples Bay

Calm, protected water where every cruise begins — lined with yacht clubs, marinas and the waterfront shops and restaurants of Tin City and Old Naples.

Mile 0 · The start
1 / 5

The Fleet

Cruise it your way

From an intimate two-seater to the 26-guest floating tiki — pick the deck that fits your crew.

The Sand Dollar center console boat on a calm Naples waterway, Florida
Up to 6 guests

Center Console

Nimble and quick — perfect for couples and small groups who want a closer look at the estates.

The Avalon family tritoon boat from the Sand Dollar fleet near Marco Island, Florida
Up to ~12 guests

Family Tritoon

Roomy, shaded and rock-steady — the comfy choice for a family afternoon on the bay.

The one-of-a-kind Tiki Time thatched-roof boat from the Sand Dollar fleet, Marco Island, Florida
Up to 26 guests

The Tiki Boat

Our one-of-a-kind floating tiki — full shade and 39½″ rails for the whole gang.

The Route

What you'll glide past

A scenic loop from the calm of Naples Bay out toward the open Gulf — every cruise is captain-guided.

01

Naples Bay

Yacht clubs, marinas and the waterfront shops of Tin City frame the calm start of the cruise.

02

Port Royal

The main event — canal after canal of multi-million-dollar estates and private mega-yacht docks.

03

Gordon Pass

The historic inlet out to the Gulf, lined with grand homes — and prime dolphin territory.

04

Naples Pier & Gulf

The iconic pier and the beachfront mansions of Gordon Drive, with the open Gulf beyond.

🗺️ Ask away as you go — the captains know the homes, the history and where the dolphins hide.

The Real Thing

On the water in Naples

Calm canals, golden light and a front-row seat. Tap any photo to take a closer look.

A clean, comfortable boat deck waiting on a calm Naples waterway, Florida
Room to relax
A wild bottlenose dolphin surfacing beside a Sand Dollar boat near Naples, Florida
Dolphins en route
A Sand Dollar captain taking a selfie with two guests over turquoise water near Naples, Florida
Your local captain
A couple silhouetted on the bow against a golden Gulf sunset on a Sand Dollar cruise near Naples
Golden-hour bow
A family relaxing aboard a Sand Dollar boat on bright blue water near Naples, Florida
Cruise in comfort
A vivid purple-and-orange sunset over the water on a Sand Dollar evening cruise near Naples, Florida
Sky on fire

How It Works

From dock to dolphins

Booking a Naples & Port Royal cruise couldn't be simpler.

  1. 1

    Book online

    Pick your date and time and lock it in with instant confirmation — or call to plan a private cruise.

  2. 2

    Meet at the dock

    Check in at our Naples or Goodland marina about 15 minutes early and climb aboard.

  3. 3

    Cruise the bay

    Settle in with a drink as your captain glides you out into calm, protected Naples Bay.

  4. 4

    See the estates

    Wind through Port Royal's canals past the mansions and yachts, out toward Gordon Pass.

  5. 5

    Drift home happy

    Snap the skyline and the sunset and cruise back to the dock with a full camera roll.

What's included

  • A scenic, captain-guided Naples & Port Royal cruise
  • Local commentary on the homes, history & wildlife
  • Coast Guard-approved life jackets — all sizes
  • Cooler, ice & bottled water aboard
  • Shaded seating & a smooth, calm ride
  • Photos of your crew & the day's highlights

What to bring

  • Your food & drinks (BYOB welcome)
  • Sunscreen, sunglasses & a hat
  • A camera or phone for the mansions & dolphins
  • A light layer for breezy evening cruises
  • Your crew — couples to 26
  • Your curiosity (the captains love questions)

Reserve Your Cruise

Book your Naples & Port Royal cruise

Live availability and instant confirmation — pick your date and time and check out securely through FareHarbor. Want the whole boat to yourselves? Just call and we'll set up a private cruise.

Or call (239) 301-8913

Guest Love

A cruise everyone remembers

5.0 ★★★★★from 1,000+ happy guests
★★★★★
We did the Port Royal cruise on our last evening in Naples and it was the highlight of the whole trip. The houses are unreal, and our captain knew every story. Dolphins followed us right through the pass!
The Bauer FamilyCincinnati, OH · via Google
★★★★★
Such a relaxing, beautiful cruise. We sipped wine and gawked at mansion after mansion while the captain pointed out the best ones. Saw dolphins and even a manatee. Highly recommend.
Karen P.Columbus, OH · via Tripadvisor
★★★★★
Took my parents out for their anniversary. Calm water, gorgeous homes and a gorgeous sunset over the Gulf. The captain made it feel like our own private tour. Just perfect.
Mike & Sandra L.Chicago, IL · via Google

Great For

A cruise for every kind of day

Easy, scenic and relaxing — it suits just about everyone.

1

Date Nights

Sunset, mansions and a glass of wine — hard to beat for a romantic evening on the water.

2

Families

Calm water and giant houses to spot — easy, comfy and fun for every age.

3

First-Timers

New to Naples? This is the perfect way to get the lay of the land — from the water.

4

Celebrations

Birthdays, anniversaries or visitors in town — a memorable way to mark the moment.

🥂 BYOB is welcome — bring a bottle and toast the good life as you cruise.

Good to Know

Naples & Port Royal cruise questions

Everything you need to know before you cast off. Still curious? Give us a call.

What will we see on the cruise?

You'll cruise Naples Bay into the canals of Port Royal — Naples' most exclusive neighborhood — past multi-million-dollar waterfront mansions, private mega-yacht docks and lush estates, out toward Gordon Pass and the Gulf. Dolphins, manatees and wading birds are common along the way.

How long is the cruise?

Most Naples & Port Royal cruises run about 90 minutes to two hours, with longer half-day and private options available. Exact times and durations show on the booking screen.

Is it a private cruise?

We offer both — hop on a scheduled cruise, or book the whole boat privately for your group (up to 26). Private is the way to go for special occasions and is wonderfully flexible.

Will we see dolphins?

Very often! Gordon Pass and the bay are favorite dolphin spots, and manatees turn up in the canals too. Wildlife is wild, so we can't promise — but sightings are common.

Is it good for kids and grandparents?

Absolutely. The water is calm and protected, the ride is smooth and shaded, and there's plenty to point at. We carry Coast Guard-approved life jackets in adult and child sizes.

Where do we leave from?

We depart from Naples Bay Resort & Marina (1500 5th Ave S, Naples) and from San Marco Marina in Goodland (604 E Palm Ave). Your exact meeting point and parking come with your booking confirmation. Plan to arrive about 15 minutes early.

See it from the water

Ready to cruise Millionaire's Row?

Calm canals, jaw-dropping estates and Gulf-bound dolphins — with a local captain who knows every story. Naples' best view is from the water.

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