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Address: 880 12th Ave S, Naples, FL 34102-7324
Phone Number: +1 239 398 1483
Website
Today
9:00 am - 9:00 pm
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Hours:
Sun - Sat 9:00 am - 9:00 pm
Recommended length of visit: More than 3 hours
Description:

Go sailing with Naples' premier sailing charter company ... Island Sailing....

Go sailing with Naples' premier sailing charter company ... Island Sailing. We offer many different private sailing adventures with our captained crew, from a 2-hour romantic sunset cruise to a week-long adventure along Florida's southwest coast or to the Florida Keys. We offer dolphin encounters and nature/bird watching. We cater to our customers' every need and strive to provide our customers with the very best service possible aboard our two vessels, Island Time (47' Beneteau) and Island Dreams (31' Catalina). Let your captain be your tour guide on your private charter.

Experienced sailors can bareboat Island Dreams for a half or full day sail. Enjoy cruising along Naples' sugar white sand beaches aboard a fun and easy-to-sail yacht. She is well equipped for your daysailing needs.

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TripAdvisor Reviewer Highlights

Read all 55 reviews
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Amazing experience!!!

I flew into Marsh Harbor, Bahamas, from West Palm Beach and meet the beauty called ISLAND TIME, a 46 ft Sailboat that gave me an experience of a lifetime! Three bedroom two bath... read more

5 of 5 starsReviewed 3 days ago
JoAnne A
,
Winter Springs, Florida, United States
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55 Reviews from our TripAdvisor Community

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Showing 55: English reviews
Winter Springs, Florida, United States
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 3 days ago NEW

I flew into Marsh Harbor, Bahamas, from West Palm Beach and meet the beauty called ISLAND TIME, a 46 ft Sailboat that gave me an experience of a lifetime! Three bedroom two bath, great galley, with easy access on and off the ship! Capt. Rob brought us to many beautiful islands, Munjack, Powell, Treasure Key, Guana Beach, Tahiti Beach, No... More 

Helpful?
Thank JoAnne A
Boston, Massachusetts
1 review
5 of 5 stars Reviewed June 2, 2016

I had been on a sunset sail with Island Sailing before and when I was returning to Naples with 2 friends who had never been I knew it would be the perfect excursion to take them on. The trip did not disappoint, clean boat, knowledgable and friendly captain, beautiful sunset out in the gulf of Mexico. I highly recommend Island... More 

Review collected in partnership with this attraction

Helpful?
Thank jameef328
IslandSailingNaples, Owner at Island Sailing, responded to this review

How exciting to hear that you introduced your friends to a sailing excursion and very pleased that everyone had a great time! We certainly look forward to seeing you again! -Rachel and Robert Dawes More 

Hickory Corners, Michigan
1 review
5 of 5 stars Reviewed May 29, 2016

Six of us went out for a sunset cruise- and it was wonderful! Took a picnic dinner. Enjoyed highlights of the area-saw dolphins and an eagle. We plan to do this again! It was magical

Review collected in partnership with this attraction

Helpful?
Thank rawskya
IslandSailingNaples, Owner at Island Sailing, responded to this review

Love that you brought a picnic dinner for your sunset sail and that everyone had a wonderful evening! Thanks for sailing with us! -Rachel and Robert Dawes More 

Burlington, Ontario
1 review
5 of 5 stars Reviewed May 29, 2016

Well presented from the beginning. Excellent contact with description of the sail and expectations. Information left us well prepared and able to enjoy a wonderful experience. Captain was super!, knowledgable and friendly.

Review collected in partnership with this attraction

Helpful?
Thank krbbrk
IslandSailingNaples, Owner at Island Sailing, responded to this review

So happy to hear that you had a wonderful experience. We feel our captains are the best in the business! Thanks for your patronage. More 

Edwardsburg
1 review
5 of 5 stars Reviewed May 29, 2016

My wife and I had a relaxing time sailing peacefully in gulf. The captain was informative but not intrusive.

Review collected in partnership with this attraction

Helpful?
Thank tobym372
IslandSailingNaples, Owner at Island Sailing, responded to this review

Glad to hear that you had a relaxing time. Thank you for your patronage! More 

Boston, Massachusetts
Level Contributor
7 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed May 15, 2016 via mobile

We had an amazing afternoon out on the Gulf with Captain Marlena. My wife and daughter along with two friends went out on the 47 foot Beneteau and had a wonderful day. Excellent boat with plenty of room and refreshments. Highly recommend this company and will definitely do this again!

Helpful?
Thank Mpower39
IslandSailingNaples, Owner at Island Sailing, responded to this review

Thank you for the generous review; we're even more pleased that you'll be joining us again! More 

Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed April 25, 2016 via mobile

I booked a Ladies sail in March but due to uncertain weather, Marlena decided to postpone our trip. The other ladies rescheduled for the next week but I wasn't going to make it so the owner, Rob, made special arrangements for my husband and I to go in May. We couldn't have picked a better day to go. Captain Eric... More 

Helpful?
Thank Amy W
IslandSailingNaples, Owner at Island Sailing, responded to this review

Thank you for being patient and I hope to have you out on a Ladies Day cruise the next time that we have one. It was a pleasure to have you on board, even if just wine at the dock! Come back and see us again. Rob More 

Overland Park, Kansas
1 review
5 of 5 stars Reviewed April 12, 2016

I would highly recommend sailing with Island Sailing. Their personable and knowledgeable captains always make sure you have a great time. Whether you are learning to sail or just want to relax, it is always a good time.

Review collected in partnership with this attraction

Helpful?
Thank A291MXchrism
IslandSailingNaples, Owner at Island Sailing, responded to this review

Thank you for the kind words and we love our captains too! They're the best! More 

Naples, Florida
Level Contributor
3 reviews
5 of 5 stars Reviewed April 12, 2016

Great boat, perfect for the conditions, super nice captain, very accommodating and funny i might add!

Review collected in partnership with this attraction

Helpful?
Thank Terry C
IslandSailingNaples, Owner at Island Sailing, responded to this review

We are so pleased that you had a great experience! More 

Naples, Florida
1 review
5 of 5 stars Reviewed March 14, 2016

Booked a cruise as a surprise for my husbands birthday. We had the best time, 3 couples and such a great captain. I can't wait for our next occasion to book again! Could not recommend higher.

Review collected in partnership with this attraction

Helpful?
Thank angipietzak
IslandSailingNaples, Owner at Island Sailing, responded to this review

We are truly grateful for your recommendation and are very happy that we could provide you with this experience. Happy birthday to the lucky fellow! More 

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Questions & Answers

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?