Hello There Fellow Bob's Island Adventurer's! I am so excited to have you here on our website. Planning a vacation adventure or just simply making a boat rental reservation can be a daunting task but I made sure to put tons of information to help you learn about our islands and decide on your best adventure ever! We have lots of pics in our gallery and links to other fun things to do, so enjoy browsing and be sure to contact us if you have questions. If you are looking for a great place to stay on North Captiva you may want to browse BeachVacation4Me.com, North Captiva Point House.com, or take a look at Susi's Beach House. North Captiva is a beautiful island and is known for its pristine beaches, fishing, boating, island hopping, shelling and most of all relaxing. While on North Captiva, be sure to visit Barnacle Phil's Restaurant (the buffalo shrimp are the best!) and afterwards go upstairs to the Pirates Stash for some refreshing ice cream. Don't forget to stroll over to Gone Banana's, the islands boutique where you will find some really unique gifts, island apparal and unique art. Bob's Island Adventure's store is right behind Barnacle Phil's so be sure to stop by and have your children fish for free on our docks (rod, reel and shrimp are included!) ~ See You Soon! Bob


See our new 2 page ad in the Nautical Mile CLICK HERE

ALL Rentals Get FREE DOCKING on North Captiva Island and at Pineland Marina (Saves You $100's)!!

Rod & Reel Rentals are available for $15 per day

KIDS FISH FREE FROM OUR DOCKS! (ROD, REEL & SHRIMP INCLUDED!)

We have Live Shrimp! Full Tackle Store available at North Captiva Location. Rods, Reels, Frozen Bait, Live Bait, Lures, Tackle, Line, Cast Nets, Sunglasses, Gulp Bait, Mirrorlures, and a lot more!

This is a great boat for fishing, beaches and exploring the back bays. Draws only 6" of water and is equipped witha 4 stroke Yamaha 25 hp, steering wheel, gps, 2 seats, bimini top and all coast guard equipment. 2 People Max

Half Day: $129
Full Day: $149
3 Days: $399
1 Week: $899
2 Weeks: $1299

Watch Bluewave Video. This boat is a perfect boat for getting around the islands with its powerful yet easy handling 60 HP Yamaha 4 stroke. Go fishing, dining or to the beaches on any day. 4 People Max

Half Day: $149
Full Day: $169
3 Days: $459
1 Week: $999
2 Weeks: $1699

Carolina Skiff Sea Chaser Bay Boats are well know for their seaworthiness and versatality. This 20' boat is perfect for fishing or beaches and is very economical with its 4 stroke Honda 90 HP. Drawing only 12" of water this boat is fun to drive and will let you explore with peace of mind. 6 People Max

Half Day: $199
Full Day: $229
3 Days: $629
1 Week: $1399
2 Weeks: $2299

This party deck boat with a fiberglass bottom can hold up to 13 people and is perfect for cruising and the beaches. Equipped with a 4 stroke Yamaha 115 HP, you can cruise the islands while riding in comfort. 13 People Max

Half Day: $259
Full Day: $279
3 Days: $759
1 Week: $1599
2 Weeks: $2499

Watch Pontoon Video. A great way to explore the waters and beaches of Southwest Florida. This pontoon has a Honda 50HP 4-Stroke, GPS, Bimini Top and can handle up to 8 People.

Half Day: $199
Full Day: $229
3 Days: $629
1 Week: $1399
2 Weeks: $2299

2010 Panga 22' Center Console is a great boat for any kind of water exploring. Whether you want to go fishing, snorkeling, crusing or just go out to Cabbage Key or Boca Grande for lunch one day, this is the perfect boat. It's very fuel efficient with its 115HP Honda 4-Stoke and draws only 10" of water. 6 People Max

Half Day: $229
Full Day: $279
3 Days: $759
1 Week: $1599
2 Weeks: $2499

Directly on the Calusa Blueway, Bob's Island Adventures is the perfect spot to go kayaking. Whether you want to explore Cayo Costa or just take a leisurely paddle around the beaches, we have you convered. We have single and tandem kayaks and various sizes and applications.

Half Day: $39
Full Day: $49
24 Hours: $59

We deliver to Cabbage Key! Guided Trip add $25 per person

If you haven't tried paddle boarding then this is the vacation to do it! It's easier than it looks and its so much fun. Available at all Bob's locations. Reservations recommended.

Half Day: $39
Full Day: $49
24 Hours: $59

We deliver and offer kayak and paddle boarding guided trips! Guided Trip add $25 per person

Watch Dolphin Tour Video. Let Bob take you on a fun 1 hour boat ride to see Captiva Pass, Cabbage Key & Dolphins. This tour departs from either Pineland Marina (Bokeelia) or North Captiva Island and is guided by one of our specialized captains that will get the dolphins jumping right behind the boat. There is tons to see and with Bob's Fun Ride you will surely experience the best water adventure of your vacation.

Only $39 Per Person (Minimum 4 People). Departs either Pineland marina (Bokeelia) or North Captiva Daily (In-Season) behind Barnacle Phil's Restuarant.

Best Of Both Worlds! Go on a fun filled 1 1/2 Hour trip to see Dolphins & Manatees! Only $59 Per Person (Minimum 4 People). Departs either Pineland marina (Bokeelia) or North Captiva Daily (In-Season) behind Barnacle Phil's Restuarant.

Ride in style and comfort in Bob's 24' Custom Morgan with a licensed captain. You choose your destinations! Go shelling on Cayo Costa, visit the famous Boca Grande Pass, have luch at Cabbage Key or just cruise around watching beautiful wildlife! This boat is a custom Morgan that has a 9' 6" beam giving you and your passengers a comfortable ride.

$100 per hour (Up To 6 People) - 3 Hour Minimum

Bob's 24hr Water Taxi will get you on or off the island in style, comfort and with an amazing crew! Whether you want to grab lunch at Barnacle Phils, Cabbage Key or go some shopping in Boca Grande, Bob's will get you there.

Pick Your Destination:

Pine Island, Barnacle Phils, Cabbage Key, Tarpon Lodge, North Captiva - $35/per person

Captiva - $40/per person

Boca Grande - $45/per person

Rates are one-way. Minimum 4 People. Shared Rides Available.

Bob's got the nicest golf carts on the island! With a 6 inch lift, custom tires, custom paint you're surely going to impress your neighboring vacationers!

1 Day: $50
1 Week: $300

Check us out at BananaBoatRides.com for more fun information! Jump on the longest, coolest, wildest, wettest ride in all of SW Florida! Our 1 Hour Banana Boat Ride goes from North Captiva around Cayo Costa where you will have a chance to see dolphins, turtles, manatees and so much wildlife. Our banana boat rides are fun for the whole family, kids, spring break, weddings, groups and anyone looking to have a blast!

Only $19 Per Person
(Max 6 People, Min 3)

Take a flight over the islands and see all the beautiful sights from above. See tarpon, dolphins, manatees, and more.

$179 (Up To 3 People)

Make your vacation unforgettable and jump out of an airplane at over 10,000 feet! The most amazing views of all the islands!

$195 Tandem Jump. Departs from Pine Island Airport. Water taxi not included in price.

Bob's Inshore Fishing	Bob's Offshore Fishing
When you arrive at Bob's Island Adventure's, you'll see why some of the best guides in Florida call it their home. You'll catch a wide variety of fish on every trip. Bob's Island Adventures offers the best inshore fishing trips on the Islands. Spend a half day or full day with one of our experienced guides. Half Day: $425 Full Day: $575 Prices are for 1-4 people. Each additional person is $25.	Bob loves fishing offshore! Grouper, Shark, Snapper are all abundant in the Gulf of Mexico and Bob's will put you on them! You'll go fishing in on our true sportfishing boat and have memories that will last forever. A/C, Full Baththroom, Cabin, Galley & TV. Half Day: $650 Full Day: $1200 Up To 6 People. Split Charters Available.

Bob's "Sit Back & Relax" Cruises - Explore The Islands In Style & Comfort

Bob's beautiful 36' Jersey Sportfisherman has A/C, a full bathroom, galley, bedroom, shower, tv and lounge area. This is a perfect boat boat for those that seek luxury, comfort and fun cruising for all ages. PS. Dolphins love jumping behind this boat! 3 Hour Cruise: See Cayo Costa, Cabbage Key, Fishing Shacks, Boca Grande. - $450 (Up To 6 People) Also avalaible for full day charter.