Sightseeing Cruise

Things to Do in Naples, Florida

Sightseeing cruise with Pure Florida

Top Things to Do in Naples

Gulf beach in the morning. Kayaking through mangroves by afternoon. Naples rewards the curious — this local guide covers everything worth doing, from the operators worth booking to the free spots most visitors never find.

Boating & Watersports

The Gulf of Mexico is Naples' front yard, and the calm, clear water makes it accessible to everyone from first-timers to serious anglers. For a leisurely intro, the Naples Princess runs sunset dinner and sightseeing cruises from Port O Call Marina. Pure Florida runs the largest fleet in Naples — daily sightseeing, dolphin watches, shelling, eco-tours, sunset cruises, and fishing charters, all departing from Tin City. Miss Naples Catamaran is the go-to for sailing; Get Up and Go Kayaking is the best way to explore the back-bay mangroves with clear kayak tours. Need a boat without a captain? Port O Call Marina offers pontoon and deck boat rentals.

Land-Based Tours & Sightseeing

Naples is more walkable and bikeable than most Florida beach towns, and a few operators make the most of it. The Naples Trolley does a narrated 18-stop loop that's genuinely useful for orientation on a first visit — hop off at the Pier, reload at 5th Avenue. Naples Electric Bikes lets you self-guide the same ground on your own schedule. For something more offbeat, Paradise Food Tours turns 5th Avenue and Third Street South into a two-hour progressive dinner, and Fun In The Sun Tours offers trike and moped tours that are equal parts transport and entertainment. Bike Ride USA and Trike Tours USA round out the options — both operate guided and self-guided rides covering the beach corridors and downtown districts at a pace that actually lets you stop and look around, with rentals and tours departing from Tin City.

Arts, Culture & Entertainment

Naples has a performing arts scene that surprises most visitors. Artis—Naples is the anchor — a full symphony orchestra and visual arts campus that operates at a level you'd expect from a city five times the size. Gulfshore Playhouse recently opened a purpose-built facility downtown and stages professional Broadway-caliber productions. The Naples Players is the community theater institution, running for 75+ years. For something different, TheatreZone specializes in musical theater and draws strong regional talent. The Seminole Casino Hotel Immokalee, 40 minutes east, adds concerts and gaming to the mix.

Nature & Exploration

The wild side of Naples is underrated. Corkscrew Swamp Sanctuary — an Audubon-managed old-growth cypress forest — is one of the most otherworldly natural places in Florida and less than an hour from the beach. The Naples Botanical Garden covers 170 acres and is genuinely world-class, not just a local attraction. The Gordon River Greenway puts 8 miles of trail through preserve land minutes from downtown. Naples Zoo at Caribbean Gardens is a smaller but well-regarded zoo on a historic botanical garden site. For Everglades access, Everglades Excursions depart from Naples with transportation included.

Beaches

Naples Beach is the iconic central strip — the historic pier is currently closed for reconstruction, but the beach itself remains open. Lowdermilk Park is the family beach, with restrooms, a playground, and covered pavilions. Clam Pass requires a short boardwalk tram ride through mangroves, which keeps the crowds down and the water noticeably clearer. Vanderbilt Beach in North Naples is wider and more open. Delnor-Wiggins Pass State Park is the least-developed and the most rewarding.

Shopping & Dining Districts

Naples has six distinct shopping and dining districts, each with a different personality. Fifth Avenue South is the main event — upscale restaurants, galleries, and boutiques along a walkable downtown strip. Third Street South is quieter and slightly more residential in feel, with excellent restaurants and a weekly farmers market. The Village Shops on Venetian Bay is the waterfront option in Midtown, best at sunset. Waterside Shops is Naples' luxury retail anchor — open-air and walkable. Tin City is the casual waterfront alternative, housed in historic fish houses on the Gordon River. Mercato functions as a town center for North Naples — restaurants, a movie theater, and regular live music on the plaza.

Discover Popular Tours & Experiences

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Naples Princess

Afternoon Sightseeing Cruise

4.6
930 Google reviews
from
$54.00 per person
Naples Trolley Tours

Trolley Tour

4.4
306 Google reviews
from
$35.00 per person
Miss Naples Catamaran

Beach Shelling Cruise

4.8
92 Google reviews
from
$50.50 per person
Naples Princess

Sunset Dinner Cruise

4.6
930 Google reviews
from
$93.00 per person
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Things to Do in Naples

Things to Do
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Things to Do in Naples, FL

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Editors Choice
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Yacht Cruise

Naples Princess

4.6
930 Google reviews

550 Port O Call Way, Naples, FL 34102, USA

Sunset tours
Waterfront dining
Dolphins
First-class experience
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Electric Bike Rentals

Naples Electric Bikes

5.0
118 Google reviews

Mobile Service

Best rates
Free delivery
Multi-day discounts
New bikes
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Boat Cruises

Miss Naples Catamaran

4.8
92 Google reviews

550 Port O Call Way, Naples, FL 34102, USA

Sailing
Beach shelling
Sunset tours
Dolphins
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Everglades Tours

Everglades Excursions

4.5
141 Google reviews

1010 6th Ave S #1, Naples, FL 34102, USA

Airboat rides
Wildlife encounters
Narrated tours
Editors Choice
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Trolley Tours

Naples Trolley Tours

4.4
306 Google reviews

1010 6th Ave S #2, Naples, FL 34102, USA

Hop-on, hop-off
17 stops
Narrated tour
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Sightseeing & Fishing

Pure Florida

4.6
1344 Google reviews

1200 5th Ave S Ste 501, Naples, FL 34102, USA

Daily sightseeing cruises
Shelling tours
Sunset cruises
Fishing
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Boat Rentals

Port O Call Marina

4.4
117 Google reviews

550 Port O Call Way, Naples, FL 34102, USA

Newest boat
Latest technology
Friendly staff
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Casino Hotel

Seminole Casino Hotel Immokalee

4.1
7941 Google reviews

506 S 1st St, Immokalee, FL 34142, USA

24/7 Gaming
Upscale Hotel
Live Entertainment
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Kayak Tours

Get Up And Go Kayaking - Naples

5.0
716 Google reviews

13535 Vanderbilt Dr, Naples, FL 34110, USA

Clear kayak tours
Mangrove tunnels
Wildlife sightings
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Performing Arts Theater

The Naples Players

4.8
343 Google reviews

701 5th Ave S, Naples, FL 34102, USA

Award-winning theater
Diverse performances
State-of-the-art facilities
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Food Tours

Paradise Food Tours

5.0
106 Google reviews

Mobile Service

Authentic local flavors
Guided food tours
Transportation included
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Botanical Garden & Wildlife Sanctuary

Wonder Gardens

4.5
1986 Google reviews

27180 Old 41 Rd, Bonita Springs, FL 34135, USA

Wildlife sanctuary
Historic gardens
Interactive encounters
Family-friendly
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Sports Complex

Paradise Coast Sports Complex

4.5
402 Google reviews

3940 City Gate Blvd N, Naples, FL 34117, USA

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Shelling & Eco Tours

Sand Dollar Shelling and Boat Tours

4.9
723 Google reviews

1500 5th Ave S, Naples, FL 34102, USA

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Trike & Moped Tours

Fun In The Sun Tours

5.0
158 Google reviews

1100 6th Ave S Unit 13, Naples, FL 34102, USA

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Bike Tours & Rentals

Bike Ride USA

4.9
11 Google reviews

1200 5th Ave S, Naples, FL 34102, USA

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Theatre Company

TheatreZone

4.6
89 Google reviews

13275 Livingston Rd, Naples, FL 34109, USA

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Trike Tours USA

4.8
89 Google reviews

1200 5th Ave S, Naples, FL 34102, USA

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Featured Theater Shows

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Buddy: The Buddy Holly Story

By: TheatreZone
Get tickets
Thu Mar 5, 2026 - Sun Mar 15, 2026

9 to 5

By: The Naples Players
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Wed Mar 11, 2026 - Sun Apr 12, 2026

A Piece of My Heart

By: The Naples Players
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Wed Apr 1, 2026 - Sun Apr 26, 2026

Much Ado About Nothing

By: The Naples Players
Get tickets
Wed May 6, 2026 - Sun May 24, 2026