(800) 814-2665 Questions? Call Us Now!

Naples Cruises, Sailing & Water Tours

85 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
70
68
25
Duration Clear
0
81
14
0
0
Price Clear
$0 $500+
Rating Clear
77
85
85
Specials Clear
77
41
0
30
0
Features Clear
0
46
75
24
34
0
Accessibility Clear
8
42
69
Families Clear
48
31
3

Naples Tours

Attractions

Guides

Calendar

Recommendations

Marco Island Private Tubing, Dolphin Watching and Shelling Tour
Likely to Sell Out
Likely to Sell Out
5.0 (12)

Marco Island Private Tubing, Dolphin Watching and Shelling Tour

Explore Marco Island’s best-kept secrets on this exclusive three-hour adventure, combining wildlife encounters, island exploration, and tubing fun. Unlike larger tours, this small-group experience offers...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (12)
from
$695
Private Luxury Port Royal Real Estate Cruise
Likely to Sell Out
Likely to Sell Out
5.0 (6)

Private Luxury Port Royal Real Estate Cruise

We aim to set the standard when it comes to experiencing Naples from the water. Enjoy a private and intimate experience on a luxury deck...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (6)
from
$550
Private Luxury Keewaydin Island Beach & Dolphin Excursion
Likely to Sell Out
Likely to Sell Out
5.0 (8)

Private Luxury Keewaydin Island Beach & Dolphin Excursion

Discover the serene beauty of Keewaydin Island on a luxury boat tour to this hidden gem of Southwest Florida. Accessible only by boat, the island...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (8)
from
$595
Private Fishing Boat Charters in Naples Bay and the Gulf
4.9 (51)

Private Fishing Boat Charters in Naples Bay and the Gulf

Price as shown is for the boat trip (it is a group price) and not per adult! The Private Fishing Charters are either 4, 3 or...

3 to 4 hours • Free Cancellation
3 to 4 hours • Free Cancellation
3 to 4 hours • Free Cancellation
4.9 (51)
from
$495
Marco Island Dolphin Watching & Tubing Adventure
Likely to Sell Out
Likely to Sell Out
5.0 (8)

Marco Island Dolphin Watching & Tubing Adventure

This is the only tour of its kind around Marco Island! Experience the best of the 10,000 Islands on this exciting dolphin-watching and tubing adventure....

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (8)
from
$575
Private Naples Dolphin & Sunset Cruise with Charcuterie and Wine
Likely to Sell Out
Likely to Sell Out
5.0 (6)

Private Naples Dolphin & Sunset Cruise with Charcuterie and Wine

- Entire boat reserved exclusively for your group - Your own captain and personalized experience - Search for wild dolphins and other local marine life...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (6)
from
$550
Naples Private Dolphin Cruise with Breakfast & Port Royal
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Naples Private Dolphin Cruise with Breakfast & Port Royal

Begin your day with a peaceful private cruise through Naples Bay, where the calm morning waters create one of the most beautiful times to experience...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
from
$500
Private Luxury Sunset Cruise in Naples Bay and Keewaydin
Likely to Sell Out
Likely to Sell Out
5.0 (3)

Private Luxury Sunset Cruise in Naples Bay and Keewaydin

A serene escape awaits on a private luxury sunset cruise through the tranquil waters of Naples Bay. As you glide past elegant waterfront homes and...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (3)
from
$625
Private Guided Kayak Tour on Big Hickory Pass
5.0 (36)

Private Guided Kayak Tour on Big Hickory Pass

Enjoy paddling through the mangrove tunnels on Estero bay. Our kayak tours are available for all ages. If anyone wants to bring their own SUP...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (36)
from
$135
Bark on the Ark
5.0 (10)

Bark on the Ark

This cruise is exclusively once a month with your pup. We cruise the beautiful Naples Bay passing by the gorgeous multi-million dollar homes on our...

3 hours 30 minutes
3 hours 30 minutes
3 hours 30 minutes
5.0 (10)
from
$89.41
Private Holiday Light Cruise Tour and Sunset Port Royal Naples
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Private Holiday Light Cruise Tour and Sunset Port Royal Naples

We start the evening with the glamorous sunsets of SW Florida on the Gulf of Mexico and Naples. We see the city in a way...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (1)
from
$750
Private Half-Day Charter Tour in Naples, Florida
5.0 (24)

Private Half-Day Charter Tour in Naples, Florida

Have the chance to choose the itinerary of your day here on the beautiful waters of Naples. We can cruise to Keewaydin Island for the...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (24)
from
$700
2 Hour Naples Sunset Adventure
4.9 (32)

2 Hour Naples Sunset Adventure

Don't just witness a sunset, experience a transformation. Our Naples Sunset Adventure is your ticket to the "golden hour" magic that defines Florida's Gulf Coast....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (32)
from
$75
Naples Sightseeing Day Cruise 40' Vessel
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Naples Sightseeing Day Cruise 40' Vessel

Experience the beauty of Naples, Florida while cruising on the Edison Explorer vessel. This 90-minute sightseeing cruise takes you from historic Tin City Waterside Shops...

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
5.0 (1)
from
$66.71
Naples Luxury Sightseeing Cruises
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Naples Luxury Sightseeing Cruises

Explore Naples Bay and the Gulf of Mexico aboard the Naples Princess, a luxurious yacht offering daily public cruises and private charters. Enjoy breathtaking views...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$71
Marco Island and 10,000 Islands Sightseeing with Dolphin Tour
5.0 (8)

Marco Island and 10,000 Islands Sightseeing with Dolphin Tour

With our 2 hour tour, experience a complete boat ride through Marco Island and the surrounding 10,000 Islands Wildlife Refuge with a small group. This...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (8)
from
$99
Tiki Boat Bachelorette and Birthday Celebrations Tours in Naples
5.0 (5)

Tiki Boat Bachelorette and Birthday Celebrations Tours in Naples

Discover Naples from the water with our vibrant tiki boat tours, perfect for special celebrations or simply unwinding in the sun. Enjoy custom experiences, from...

2 to 4 hours • Free Cancellation
2 to 4 hours • Free Cancellation
2 to 4 hours • Free Cancellation
5.0 (5)
from
$1,095
Heart of Rookery Bay Kayak Tour
5.0 (15)

Heart of Rookery Bay Kayak Tour

Join SWFL's only active local biologist guides for an adventure through the Rookery Bay Reserve at the start of the 10,000 islands on the #1...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (15)
from
$69.99
Private Lake Trafford Fishing Charter Near Naples
4.8 (17)

Private Lake Trafford Fishing Charter Near Naples

Just minutes from Naples, Lake Trafford offers one of Southwest Florida's premier freshwater fishing experiences and a refreshing escape from the busy coastline. This natural...

4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4.8 (17)
from
$162.50
Private 4 Hour Shelling Adventure 10,000 Islands and Marco Island
5.0 (2)

Private 4 Hour Shelling Adventure 10,000 Islands and Marco Island

*Have a Group Larger than 6? We can take groups up to 12. Reach out to customer service and they will assist you in booking*...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (2)
from
$675

Frequently Asked Questions

These answers are based on answers previously given to Cool Naples customers' questions.

Naples Tours
Attractions
Guides
Calendar
View more
View more
Language
Currency

Site Settings

Activity name

Currency

Activity name

Lowest Price Guarantee

Activity name

We guarantee the lowest price on all the tours available to book on our site. We'll refund the difference if you find the exact tour cheaper online until 48 hours before your tour starts.

We Make It Easy!

Gather your information

Locate your Cool Naples Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Naples promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Naples and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • Cool Naples reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Naples.

Sorting, ranking, and search results

Activity name

Cool Naples wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Naples over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Cool Support

Ask us anything!

Activity name

Cool Robot