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Naples Cruises, Sailing & Water Tours

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Naples Tours

Attractions

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Recommendations

Private Marco Island / 10,000 Islands Sightseeing & Dolphin Tour
5.0 (24)

Private Marco Island / 10,000 Islands Sightseeing & Dolphin Tour

Our private excursion allows you to enjoy the beautiful waters of The 10,000 Islands without the crowds of tourists at a comparable price. Guest enjoy...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (24)
from
$445
Private Sailing Tour through the Ten Thousands Islands
Likely to Sell Out
Likely to Sell Out
5.0 (154)

Private Sailing Tour through the Ten Thousands Islands

If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s...

2 hours
2 hours
2 hours
5.0 (154)
from
$450
Private Shelling and Dolphin Excursion
Likely to Sell Out
Likely to Sell Out
5.0 (377)

Private Shelling and Dolphin Excursion

Our private excursion allows you to enjoy the beautiful waters of The 10,000 Islands without the crowds of tourists at a comparable price. Guest enjoy...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (377)
from
$475
Marco Island Sunset Cruise- Private 2 Hour
Likely to Sell Out
Likely to Sell Out
4.9 (39)

Marco Island Sunset Cruise- Private 2 Hour

Experience the magic of a Marco Island sunset cruise as you sail into the golden horizon over the Gulf of Mexico. This 2 to 2.5-hour...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (39)
from
$475
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
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
Ten Thousand Islands Eco/Dolphin Tour
Likely to Sell Out
Likely to Sell Out
5.0 (14)

Ten Thousand Islands Eco/Dolphin Tour

On this Eco Tour we will observe local marine life up close in its natural habitat, as well as search for rare shells on a...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (14)
from
$550
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 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
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 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 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
Half Day Private Shelling Dolphin EcoTour in 10 000 Island Marco
4.9 (99)

Half Day Private Shelling Dolphin EcoTour in 10 000 Island Marco

As the top shelling company in all of Florida, we take pride in providing our guests with a truly unique and unforgettable experience. Our specially...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (99)
from
$675
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
Marco Island Inshore Fishing Charters
4.7 (6)

Marco Island Inshore Fishing Charters

Experience and explore the backwaters of the Ten thousand Islands! A short distant and boat ride to great fishing. Enjoy fishing one of the most...

4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4.7 (6)
from
$685.99
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 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
Naples Inshore Fishing Charters
5.0 (5)

Naples Inshore Fishing Charters

Experience and explore the backwaters of the Ten thousand Islands! A short distant and boat ride to great fishing. Enjoy fishing one of the most...

4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
4 to 8 hours • Free Cancellation
5.0 (5)
from
$700
Half Day Keewaydin Shelling and Beach Adventure (Private)
5.0 (68)

Half Day Keewaydin Shelling and Beach Adventure (Private)

As the top shelling company in all of Florida, we take pride in providing our guests with a truly unique and unforgettable experience. Our specially...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (68)
from
$725
Private 4 Hour Shelling, Fishing and Eco Tour Marco Island FL
5.0 (42)

Private 4 Hour Shelling, Fishing and Eco Tour Marco Island FL

Cruise the beautiful waters of Marco Island while taking in the wildlife and making a stop at a remote island for some shelling and beach...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (42)
from
$725

Frequently Asked Questions

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

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Lowest Price Guarantee

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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

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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.

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