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67 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
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
(132 bookings)
Tampa’s Ultimate 38' Luxury Boat - Explore Sandbars, Snorkel and More!
2 - 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
(24 bookings)
Welcome to the Dive Bar!
2 - 8 hours rental • Captain optional
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
(46 bookings)
Boating with Style in Tampabay!
3 - 8 hours rental • No captain
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
$59+/hour
INSTANT BOOK
Tampa, FL
5.0
(7 bookings)
Sunny Escape — 18ft Bayliner Element
4 - 8 hours rental • No captain
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
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
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
(57 bookings)
24' Sea Chaser 250 HP
4 - 8 hours rental • Captain optional
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
5.0
(3 bookings)
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
(35 bookings)
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
2 - 8 hours rental • Captained
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
(101 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
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
$106+/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
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
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
1 / 12
$259+/hour
INSTANT BOOK
TOP OWNER
Tampa, FL
5.0
(68 bookings)
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
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
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
1 / 9
$75+/hour
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
1 / 16
$600+/hour
INSTANT BOOK
TOP OWNER
Tampa, FL
5.0
(8 bookings)
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
4 - 8 hours rental • Captained
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
$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
(132 bookings)
$237+
/hour
$86
Welcome to the Dive Bar!
Welcome to the Dive Bar!
TOP OWNER
5.0
(24 bookings)
$86+
/hour
$81
Boating with Style in Tampabay!
Boating with Style in Tampabay!
4.8
(46 bookings)
$81+
/hour
$59
Sunny Escape — 18ft Bayliner Element
Sunny Escape — 18ft Bayliner Element
5.0
(7 bookings)
$59+
/hour
$59
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
2023 Sea Ray SPX 190 | Luxury Lake & Coastal Cruiser
$59+
/hour
$54
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
2024 Bayliner VR4 OB | South Conway Rentals * Cruise Orlando
$54+
/hour
$66
24' Sea Chaser 250 HP
24' Sea Chaser 250 HP
5.0
(57 bookings)
$66+
/hour
$100
Little Cadillac fish relax or explore Tampa bay in style !!
Little Cadillac fish relax or explore Tampa bay in style !!
5.0
(3 bookings)
$100+
/hour
$155
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
WINTER PARK BOATING - CRUISE - TOURS - WATERSPORTS
4.9
(35 bookings)
$155+
/hour
$75
Bentley Luxury Tritoon, No Fishing
Bentley Luxury Tritoon, No Fishing
5.0
(101 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
$106
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)
$106+
/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
$259
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
Privé luxury 12Guest Private Party Boat |Downtown Tampa Sunset Cruises
TOP OWNER
5.0
(68 bookings)
$259+
/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
$75
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
*Best Deal in Tampa Bay* - Comfortable, Luxury Toon - Captain Included
$75+
/hour
$600
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
Congetta | 44’ Fountaine Pajot MY5 – Tampa Bay Luxury Escape
TOP OWNER
5.0
(8 bookings)
$600+
/hour