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Milton, Florida Boat Rentals

Page 1 of 124 listings

2023 Sea-doo Switch 21ft Cruise
Powerboats in Pensacola Beach · 8 guests

2023 Sea-doo Switch 21ft Cruise

5.0
Snoozed - Active 02 Nov 2025
Keywest 216 Bay Reef center console
Powerboats in Pensacola Beach · 6 guests

Keywest 216 Bay Reef center console

New
$75/hour
2022 27FT Coach Pontoon with 250hp Honda outboard!
Powerboats in Navarre · 14 guests

2022 27FT Coach Pontoon with 250hp Honda outboard!

5.0
$100/hour
Most Badass Party Pontoon in Pensacola ! FREE Amenities !
Powerboats in Pensacola · 13 guests

Most Badass Party Pontoon in Pensacola ! FREE Amenities !

5.0
$125/hour
22' Veranda Luxury Tri-toon | 12 Person Capacity | LOCATION Gulf Breeze FL
Powerboats in Pensacola Beach · 12 guests

22' Veranda Luxury Tri-toon | 12 Person Capacity | LOCATION Gulf Breeze FL

5.0
$100/hour
The Best Party Pontoon ! Free Amenities ! Sound System and More!
Powerboats in Navarre · 13 guests

The Best Party Pontoon ! Free Amenities ! Sound System and More!

New
$125/hour
 LOVELY 40FT SAILING CATAMARAN
Sailing in Pensacola · 6 guests

LOVELY 40FT SAILING CATAMARAN

New
$250/hour
Morgan 382 Sailboat for charter in Pensacola, Florida
Sailing in Pensacola · 6 guests

Morgan 382 Sailboat for charter in Pensacola, Florida

5.0
$75/hour
Perfect sport boat FAST !!
Powerboats in Pensacola · 8 guests

Perfect sport boat FAST !!

New
$70/hour
Get to Your Favorite Fishing Spots Quick with our NauticStar Center Console!
Powerboats in Pensacola · 4 guests

Get to Your Favorite Fishing Spots Quick with our NauticStar Center Console!

5.0
$85/hour
Bentley 24ft Pontoon Rental in Pensacola, Florida - Full Day Special
Powerboats in Pensacola · 8 guests

Bentley 24ft Pontoon Rental in Pensacola, Florida - Full Day Special

5.0
$450/day
Guided Bentley Pontoon Tour of Pensacola Bay! - 4 Hour Special
Powerboats in Pensacola Beach · 6 guests

Guided Bentley Pontoon Tour of Pensacola Bay! - 4 Hour Special

5.0
$150/hour
Luxury Private Charter 48' SeaRay Sedan Bridge (Mila Yenin) in Pensacola, Fl
Powerboats in Pensacola · 6 guests

Luxury Private Charter 48' SeaRay Sedan Bridge (Mila Yenin) in Pensacola, Fl

5.0
$275/hour
Pensacola’s Floating Retreat – Classic Boatel Yacht Experience
Events in Pensacola · 6 guests

Pensacola’s Floating Retreat – Classic Boatel Yacht Experience

New
$300/hour
Fun Fun Fun! Rent Me :) | Monterey 240 Explorer Sport
Powerboats in Fort Walton Beach · 8 guests

Fun Fun Fun! Rent Me :) | Monterey 240 Explorer Sport

New
$89+/hour
Instant Book
“Fun In The Sun” 🏖️ , DESTIN, CRAB ISLAND, FORT WALTON BEACH!
Powerboats in Fort Walton Beach · 8 guests

“Fun In The Sun” 🏖️ , DESTIN, CRAB ISLAND, FORT WALTON BEACH!

5.0
$120/hour
Pontoon Boat Rental in Fort Walton Beach for 12 People - 4 or 8 Hours
Powerboats in Fort Walton Beach · 12 guests

Pontoon Boat Rental in Fort Walton Beach for 12 People - 4 or 8 Hours

New
$94/hour
VIP Regal 34' Charter – Where Comfort Meets Class
Powerboats in Fort Walton Beach · 12 guests

VIP Regal 34' Charter – Where Comfort Meets Class

New
Snoozed - Active 02 Sep 2025
E-FOIL LESSONS in Fort Walton Beach, Florida! INCLUDES Instructor Guide.
Adventures in Fort Walton Beach · 5 guests

E-FOIL LESSONS in Fort Walton Beach, Florida! INCLUDES Instructor Guide.

5.0
$150/hour
Your Best Deal For Your Next Trip To Crab Island!
Powerboats in Fort Walton Beach · 12 guests

Your Best Deal For Your Next Trip To Crab Island!

New
$85/hour
No Hidden Fees, Captain Included
Powerboats in Fort Walton Beach · 6 guests

No Hidden Fees, Captain Included

5.0
Superowner
$113+/hour
Instant Book
Ball on a Budget- Capt included
Powerboats in Fort Walton Beach · 3 guests

Ball on a Budget- Capt included

New
Superowner
$75/hour
Nicest Double decker on the water
Travel in Fort Walton Beach · 12 guests

Nicest Double decker on the water

5.0
$140/hour
2022 Avalon Platinum Catilina Funship 28ft Double Decker with slide
Powerboats in Fort Walton Beach · 12 guests

2022 Avalon Platinum Catilina Funship 28ft Double Decker with slide

5.0
$140/hour

Milton Reviews

  1. KC

    Kara

    2022 27FT Coach Pontoon with 250hp Honda outboard!

    We had the best time renting from Robert! The boat was perfect with plenty of space for 14 kids and adults. The extras were so nice like a lily pad and cooler with ice. Robert gave us some great recommendations on fun places to go. Communication and quality of the boat were exceptional. Service was above and beyond. Will absolutely rent from Robert next time we are in town!

  2. AM

    Alexa

    2022 27FT Coach Pontoon with 250hp Honda outboard!

    I had the pleasure of sailing with Captain Rob, and it was an unforgettable experience! His professionalism, knowledge, and passion for the sea truly shone through. He made everyone feel safe and welcome, sharing fascinating stories and ensuring we had a fantastic time. The breathtaking views and smooth sailing made for a perfect day on the water. I can't recommend him highly enough! Thank you, Captain Rob, for an amazing adventure!

  3. MH

    Melissa

    Luxury Private Charter 48' SeaRay Sedan Bridge (Mila Yenin) in Pensacola, Fl

    I cannot begin to share my excitement about spending the day with the organizers of this charter. Upon our initial interaction with Cptn Dan and his beautiful 1st mate Martha, both were gracious, communicative, and just, nice, engaging, down to earth people. They both offered the utmost professionalism during our entire 8 hr trip experience from the inception of introductions, to disembarking the beautiful vessel. Cptn Dan is very safety conscience, which “ all” captains should be on a vessel like his. It created an atmosphere of safety for all involved!! Martha went above and beyond during our escapade: attending to all needs (with determined attention, I may add) of every one on board. To begin our short cruise to our destination, we were offered a fantastic continental breakfast and a wonderful lunch adding to the already exceptional experience. I would and will offer my compliments to Pensacola Charters at every given opportunity.

  4. AP

    Albalia

    Morgan 382 Sailboat for charter in Pensacola, Florida

    We shared our 24th wedding anniversary with Robert and Carly in their beautiful boat. The only thing we regret is not doing this sooner because they are amazing and it is an experience to cherish. You guys are the best and we will definitely be back! Looking forward for that paella next time! Thank you!!!

  5. KG

    Kristen

    2022 27FT Coach Pontoon with 250hp Honda outboard!

    This is an excellent outing for families on vacation outside of the normal “beach day”. Robert made the planning of this so easy and was so kind and accommodating to us! We will be back for sure!

  6. Justine

    Justine

    2022 27FT Coach Pontoon with 250hp Honda outboard!

    Robert was excellent! We hand an amazing time despite the incoming weather. He expertly navigated the storms and we still had an amazing day! Thanks Robert!