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Island Sailing

880 12th Ave S, Naples, FL 34102-7324
+1 239-398-1483
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Review Highlights
a sail to remember

Captain Rob took us on a memorable, informative and fun sail. Not only was he an excellent captain... read more

Review collected in partnership with this attraction

Reviewed 5 May 2017
css517
,
Naples
Best Sailing ever⛵️

Met Capt. Jerry at the dock on time and was invited on board. Boat was clean & ship shape. Got... read more

Review collected in partnership with this attraction

Reviewed 5 May 2017
kpmintosh
Read all 90 reviews
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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.
  • Excellent98%
  • Very good2%
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  • Poor0%
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Travellers talk about
“captain marlena” (19 reviews)
“hour sail” (5 reviews)
Closed Now
All hours
Hours Today: 9:00 am - 9:00 pm
Suggested Duration: More than 3 hours
LOCATION
880 12th Ave S, Naples, FL 34102-7324
Old Naples
CONTACT
Website
+1 239-398-1483
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Reviews (90)
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1 - 10 of 90 reviews

Reviewed 5 May 2017

Captain Rob took us on a memorable, informative and fun sail. Not only was he an excellent captain but a well informed tour guide as well. We have been in the area for 15 years and he shared information and facts with us that we...More

Review collected in partnership with this attraction
Thank css517
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 6 May 2017

We're so pleased you had a memorable experience and enjoyed your sailing adventure. Thank you kindly for your patronage and we look forward to seeing you again! Best wishes, Captain Rob and Rachel

Reviewed 5 May 2017

Met Capt. Jerry at the dock on time and was invited on board. Boat was clean & ship shape. Got underway and " motored" out to the Gulf. Took over the helm at the invitation of the Capt. was a bit rusty at first but...More

Review collected in partnership with this attraction
Thank kpmintosh
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 6 May 2017

We love it when the customers take over at the helm, such fun for them! We're happy that you enjoyed your experience! Best wishes, Captain Rob and Rachel

Reviewed 1 May 2017

Our Naples Sailing adventure was just wonderful. Captain Gerard was excellent, as was the weather…and the sailboat was beautiful! Our captain was friendly and knowledgable. The experience of sailing out of Naples into the Gulf of Mexico was memorable…and our afternoon adventure with our great...More

Thank FoodWineTravel2015
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 1 May 2017

We're so pleased that you had a wonderful adventure aboard Island Time and we certainly thank you for your business. Capt. Gerard has been a superb asset to our team and we're glad that your trip was memorable! Best wishes, Capt. Rob and Rachel

Reviewed 27 April 2017 via mobile

Sailed with Captain Marlena. Very knowledgeable skipper, great personality, the 47' boat was pristine and the sunset was amazing! We were two couples, brought wine and cheese and had a most enjoyable experience. This is our second time out with Marlena - last time was...More

Thank Walter K
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 30 April 2017

Thank you sir for the kind words and we're extremely pleased that you enjoyed yourself on both of our vessels and are beyond grateful for your repeat business. Best wishes, Capt. Rob and Rachel

Reviewed 21 April 2017

A perfect day in every way. how could you not have a great time on a beautiful day in the Gulf of Mexico Sailing along with no worries! It is a must do on a visit to beautiful Naples. 😎👏

Review collected in partnership with this attraction
Thank D2958FRdonnah
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 22 April 2017

We're so happy that you enjoyed the a lovely day on the water! Thanks for sailing with us! Best wishes, Capt. Rob and Rachel

Reviewed 21 April 2017

I took my friend and her daughter on the Ladies Afternoon with Capt. MARLENA. We had an amazing sail on Island Time. Book your trip today.

Review collected in partnership with this attraction
Thank Kathylovesnaples
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 22 April 2017

Thanks for sailing with us again Kathy and we're so happy that you enjoyed your ladies day sail! Best wishes, Capt. Rob and Rachel

Reviewed 17 April 2017

Awesome! Amazing! An experience of a lifetime! Captain Rob Dawes and his wife Rachel provided me a "once in a life time" experience planning a sailing trip from Naples Florida to Havana, Cuba. I spent 14 days and nights aboard their sailing vessel "Island Time"...More

Review collected in partnership with this attraction
Thank cclemmer
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 22 April 2017

Craig, We're so honored to have been included on your once in a lifetime experience, and it is us who are extremely thankful to YOU for embarking on our first ever trip to Cuba. What an amazing experience and the pictures are incredible! Thanks to...More

Reviewed 7 April 2017

The process from online search thru scheduling & booking was really easy. Rob was responsive throughout, and Marty made boat pickup and drop-off a breeze, maximizing our time on the water. The boat was in great shape & perfectly suited to our group. Mother Nature...More

Review collected in partnership with this attraction
Thank tomwK1847BQ
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 8 April 2017

Thank you for the kind (and humorous) words; truly wish we had control over Mother Nature, but certainly glad she was on your side. We're so happy you enjoyed your time on the water and look forward to seeing you again :) Best wishes, Captain...More

Reviewed 3 April 2017

I have been on Island Time numerous times and every time is a new experience! Whether it's a morning, mid-day, or sunset sail, each time has been fun and exciting. I HIGHLY recommend!!

Review collected in partnership with this attraction
Thank Tanya R
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 4 April 2017

Thank you for the kind words and we're so pleased that you choose Island Sailing. Best wishes, Rachel and Rob

Reviewed 3 April 2017

31 Catalina was great and winds and seas were absolutely perfect. 15 kts of wind and 2 foot seas. Perfect conditions for this boat. Second year in a row we bareboated this for a day. I will be back again. Boat and equipment had no...More

Review collected in partnership with this attraction
Thank sbuerkel
IslandSailingNaples, Owner at Island Sailing, responded to this reviewResponded 4 April 2017

We're happy that you had a wonderful day bareboating Island Dreams and we appreciate your return business. We look forward to seeing you again soon! Best wishes, Rachel and Rob

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