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71 boats in Winter Haven, US

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
$350+/hour
Apollo Beach, FL
5.0
(1 booking)
Exclusive 53ft 2022 Galeon 500 Fly - Captained Luxury in Tampa Bay
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
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
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
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
Boating with Style in Tampabay!
1 / 23
$81+/hour
INSTANT BOOK
Riverview, FL
4.8
(45 bookings)
Boating with Style in Tampabay!
3 - 8 hours rental • No captain
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
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
$161+/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
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
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
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 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
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
4 - 8 hours rental • No captain
52’ Luxury Yacht | Downtown Tampa
52’ Luxury Yacht | Downtown Tampa
52’ Luxury Yacht | Downtown Tampa
52’ Luxury Yacht | Downtown Tampa
52’ Luxury Yacht | Downtown Tampa
52’ Luxury Yacht | Downtown Tampa
52’ Luxury Yacht | Downtown Tampa
52’ Luxury Yacht | Downtown Tampa
52’ Luxury Yacht | Downtown Tampa
1 / 9
$475+/hour
Tampa, FL
5.0
(7 bookings)
52’ Luxury Yacht | Downtown Tampa
3 - 8 hours rental • Captained
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
2022 Bentley 20’. Perfect for Sandbars, Family Days, Sunset Cruises
2022 Bentley 20’. Perfect for Sandbars, Family Days, Sunset Cruises
2022 Bentley 20’. Perfect for Sandbars, Family Days, Sunset Cruises
2022 Bentley 20’. Perfect for Sandbars, Family Days, Sunset Cruises
1 / 4
$61+/hour
NEW BOAT
St. Cloud, FL
2022 Bentley 20’. Perfect for Sandbars, Family Days, Sunset Cruises
2 - 8 hours rental • No captain
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
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
1 / 18
$922+/hour
Tampa, FL
5.0
(9 bookings)
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
2 - 8 hours rental • Captained
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
1 / 28
$125+/hour
Tampa, FL
5.0
(3 bookings)
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
3 - 8 hours rental • Captain optional
Search as I move the map
$350
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)
$350+
/hour
$59
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
$59+
/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
$54
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
$54+
/hour
$81
Boating with Style in Tampabay!
Boating with Style in Tampabay!
4.8
(45 bookings)
$81+
/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
$161
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)
$161+
/hour
$155
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
4.9
(34 bookings)
$155+
/hour
$100
Little Cadillac fish relax or explore Tampa bay in style !!
Little Cadillac fish relax or explore Tampa bay in style !!
$100+
/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
$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
$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
$475
52’ Luxury Yacht | Downtown Tampa
52’ Luxury Yacht | Downtown Tampa
5.0
(7 bookings)
$475+
/hour
$287
Luxury 44ft Cranchi Hardtop Italian Yacht
Luxury 44ft Cranchi Hardtop Italian Yacht
5.0
(10 bookings)
$287+
/hour
$61
2022 Bentley 20’. Perfect for Sandbars, Family Days, Sunset Cruises
2022 Bentley 20’. Perfect for Sandbars, Family Days, Sunset Cruises
$61+
/hour
$54
16' Suncatcher Pontoon – A Clean, Comfortable Family Escape
16' Suncatcher Pontoon – A Clean, Comfortable Family Escape
$54+
/hour
$922
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
Custom ONE OF A KIND Motor Yacht Clean Fast and Fun’
5.0
(9 bookings)
$922+
/hour
$125
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
All Inclusive Private Cruise/Sandbar Day on a Spacious Yamaha AR250
5.0
(3 bookings)
$125+
/hour