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71 boats in Winter Haven, US

Adventure-Ready 20ft Trophy Bayliner | Fishing, Swimming & Family Fun
Adventure-Ready 20ft Trophy Bayliner | Fishing, Swimming & Family Fun
Adventure-Ready 20ft Trophy Bayliner | Fishing, Swimming & Family Fun
Adventure-Ready 20ft Trophy Bayliner | Fishing, Swimming & Family Fun
1 / 4
$59+/hour
INSTANT BOOK
Gibsonton, FL
5.0
(17 bookings)
Adventure-Ready 20ft Trophy Bayliner | Fishing, Swimming & Family Fun
3 - 8 hours rental • No captain
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
1 / 14
$467+/hour
Apollo Beach, FL
5.0
(1 booking)
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
3 - 8 hours rental • Captained
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
1 / 8
$54+/hour
Orlando, FL
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2 - 8 hours rental • No captain
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
1 / 29
$237+/hour
TOP OWNER
Tampa, FL
4.9
(130 bookings)
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
2 - 8 hours rental • Captained
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
1 / 6
$59+/hour
Orlando, FL
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
2 - 8 hours rental • No captain
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
1 / 8
$213+/hour
INSTANT BOOK
Tampa, FL
4.9
(29 bookings)
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
4 - 8 hours rental • Captain optional
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
1 / 26
$75+/hour
INSTANT BOOK
Apollo Beach, FL
5.0
(98 bookings)
Bentley Luxury Tritoon, No Fishing
4 - 8 hours rental • Captain optional
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
1 / 9
$119+/hour
Tampa, FL
4.9
(38 bookings)
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
3 - 8 hours rental • Captain optional
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
1 / 12
$56+/hour
INSTANT BOOK
Tampa, FL
5.0
(5 bookings)
Sunny Escape — 18ft Bayliner Element
4 - 8 hours rental • No captain
Little Cadillac fish relax or explore Tampa bay in style !!
Little Cadillac fish relax or explore Tampa bay in style !!
Little Cadillac fish relax or explore Tampa bay in style !!
Little Cadillac fish relax or explore Tampa bay in style !!
Little Cadillac fish relax or explore Tampa bay in style !!
Little Cadillac fish relax or explore Tampa bay in style !!
Little Cadillac fish relax or explore Tampa bay in style !!
1 / 7
$100+/hour
Tampa, FL
Little Cadillac fish relax or explore Tampa bay in style !!
2 - 8 hours rental • Captain optional
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
1 / 6
$155+/hour
INSTANT BOOK
Winter Park, FL
4.9
(34 bookings)
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
2 - 8 hours rental • Captained
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
1 / 8
$237+/hour
TOP OWNER
Tampa, FL
5.0
(13 bookings)
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
2 - 8 hours rental • Captained
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
1 / 21
$94+/hour
Apollo Beach, FL
5.0
(103 bookings)
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
4 - 8 hours rental • Captain optional
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
1 / 11
$287+/hour
Tampa, FL
5.0
(10 bookings)
Luxury 44ft Cranchi Hardtop Italian Yacht
4 - 8 hours rental • Captained
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
Welcome to the Dive Bar!
1 / 16
$86+/hour
TOP OWNER
Apollo Beach, FL
5.0
(23 bookings)
Welcome to the Dive Bar!
2 - 8 hours rental • Captain optional
16' Suncatcher Pontoon – A Clean, Comfortable Family Escape
16' Suncatcher Pontoon – A Clean, Comfortable Family Escape
16' Suncatcher Pontoon – A Clean, Comfortable Family Escape
16' Suncatcher Pontoon – A Clean, Comfortable Family Escape
1 / 4
$54+/hour
NEW BOAT
Poinciana, FL
16' Suncatcher Pontoon – A Clean, Comfortable Family Escape
2 - 8 hours rental • No captain
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
1 / 12
$66+/hour
Apollo Beach, FL
5.0
(55 bookings)
24' Sea Chaser 250 HP
4 - 8 hours rental • Captain optional
WINDERMERE BOATING - CRUISE - TOURS - WATERSPORTS
WINDERMERE BOATING - CRUISE - TOURS - WATERSPORTS
WINDERMERE BOATING - CRUISE - TOURS - WATERSPORTS
WINDERMERE BOATING - CRUISE - TOURS - WATERSPORTS
WINDERMERE BOATING - CRUISE - TOURS - WATERSPORTS
WINDERMERE BOATING - CRUISE - TOURS - WATERSPORTS
1 / 6
$185+/hour
INSTANT BOOK
Windermere, FL
5.0
(11 bookings)
WINDERMERE BOATING - CRUISE - TOURS - WATERSPORTS
2 - 8 hours rental • Captained
Search as I move the map
$59
Adventure-Ready 20ft Trophy Bayliner | Fishing, Swimming & Family Fun
Adventure-Ready 20ft Trophy Bayliner | Fishing, Swimming & Family Fun
5.0
(17 bookings)
$59+
/hour
$467
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
5.0
(1 booking)
$467+
/hour
$54
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
$54+
/hour
$237
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
TOP OWNER
4.9
(130 bookings)
$237+
/hour
$59
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
$59+
/hour
$213
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
Luxury Sea Ray | Tampa Bay | 13 Guests | Perfect for Sandbars & Cruise
4.9
(29 bookings)
$213+
/hour
$75
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
5.0
(98 bookings)
$75+
/hour
$119
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
Best day ever 27 Sea Ray SDX - Tampa, St. Pete, intracoastal!
4.9
(38 bookings)
$119+
/hour
$56
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
5.0
(5 bookings)
$56+
/hour
$100
Little Cadillac fish relax or explore Tampa bay in style !!
Little Cadillac fish relax or explore Tampa bay in style !!
$100+
/hour
$155
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
4.9
(34 bookings)
$155+
/hour
$237
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
Luxury Tampa Bay Sandbar & Island Cruise upto 13 ppl
TOP OWNER
5.0
(13 bookings)
$237+
/hour
$94
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
LUXURY TRI-TOON - Delivery to Tampa/ St. Pete Ramps! Diving Board!
5.0
(103 bookings)
$94+
/hour
$287
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
5.0
(10 bookings)
$287+
/hour
$86
Welcome to the Dive Bar!
Welcome to the Dive Bar!
TOP OWNER
5.0
(23 bookings)
$86+
/hour
$54
16' Suncatcher Pontoon – A Clean, Comfortable Family Escape
16' Suncatcher Pontoon – A Clean, Comfortable Family Escape
$54+
/hour
$66
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
5.0
(55 bookings)
$66+
/hour
$185
WINDERMERE BOATING - CRUISE - TOURS - WATERSPORTS
WINDERMERE BOATING - CRUISE - TOURS - WATERSPORTS
5.0
(11 bookings)
$185+
/hour