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Summerland Key, Florida Boat Rentals

24 listings
24' Pontoon to rent in Cudjoe Key, FL. We deliver!
Powerboats in Summerland Key · 9 guests

24' Pontoon to rent in Cudjoe Key, FL. We deliver!

5.0
$21hour
Native SUV Private Sandbar Tours in Summerland Key
Powerboats in Summerland Key · 3 guests

Native SUV Private Sandbar Tours in Summerland Key

New
$100hour
Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!
Powerboats in Cudjoe Key · 6 guests

Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

5.0
Snoozed - Active 03 Jul 2024
Godfrey Sweetwater 23' Tritoon in Cudjoe Key, Florida
Powerboats in Cudjoe Key · 10 guests

Godfrey Sweetwater 23' Tritoon in Cudjoe Key, Florida

New
$22hour
18' Party Barge Pontoon for rent in Cudjoe Key, Florida!!! We deliver only!
Powerboats in Cudjoe Key · 6 guests

18' Party Barge Pontoon for rent in Cudjoe Key, Florida!!! We deliver only!

5.0
$21hour
24' Aquasport center console. Weekly or multi day rentals in Cudjoe Key, FL
Powerboats in Cudjoe Key · 8 guests

24' Aquasport center console. Weekly or multi day rentals in Cudjoe Key, FL

5.0
$155-$460day
32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys
Powerboats in Big Pine Key · 10 guests

32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

4.9
$750-$900day
26ft Twin Vee PowerCat
Powerboats in Marathon · 6 guests

26ft Twin Vee PowerCat

New
$235hour
25ft Premier Pontoon
Tours in Marathon · 16 guests

25ft Premier Pontoon

New
$66hour
20' Hydra Sports Center Console with 200 Hp Etec Motor in Key West, Florida!
Powerboats in Key West · 6 guests

20' Hydra Sports Center Console with 200 Hp Etec Motor in Key West, Florida!

New
$140hour
"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West
Sailing in Key West · 6 guests

"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West

New
$351hour
Newer Key West Party Boat for 36 people!
Powerboats in Key West · 36 guests

Newer Key West Party Boat for 36 people!

5.0
$550hour
Luxury Sailing Catamaran in Key West
Sailing in Key West · 10 guests

Luxury Sailing Catamaran in Key West

5.0
$250hour
SUV of the Seas - Top Luxury Adventure Boat in Key West, FL
Events in Key West · 13 guests

SUV of the Seas - Top Luxury Adventure Boat in Key West, FL

5.0
Superowner
$238-$400hour
Charter Six Fins, a 30' Jeanneau NC 895 Weekender Cabin Cruiser Yacht
Powerboats in Stock Island · 6 guests

Charter Six Fins, a 30' Jeanneau NC 895 Weekender Cabin Cruiser Yacht

New
$295hour
80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

80' Sailing Schooner Charter In Key West, Florida

5.0
$475-$950hour
41' Island Trader Ketch in Key West, Florida!
Sailing in Stock Island · 6 guests

41' Island Trader Ketch in Key West, Florida!

4.9
$162-$199hour
32ft Donzi Center Console for Fishing Charters in Key West!!
Events in Key West · 6 guests

32ft Donzi Center Console for Fishing Charters in Key West!!

New
$900day
4-Hour Private Charter in Key West with Captain Zak
Powerboats in Key West · 6 guests

4-Hour Private Charter in Key West with Captain Zak

5.0
$150-$163hour
2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console
Powerboats in Key West · 6 guests

2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console

New
$163hour
Hydrasport 6-Hour Private Charter in Key West
Powerboats in Key West · 6 guests

Hydrasport 6-Hour Private Charter in Key West

5.0
$142hour
Backcountry Fishing in Key West
Fishing in Stock Island · 4 guests

Backcountry Fishing in Key West

New
$190hour
Stylish elegance and spacious comfort ... your best time ever!
Events in Key West · 12 guests

Stylish elegance and spacious comfort ... your best time ever!

5.0
$95-$155hour
Private Key West Boat Adventure | Sandbars and More!
Powerboats in Stock Island · 8 guests

Private Key West Boat Adventure | Sandbars and More!

5.0
$120hour

Summerland Key Reviews

  1. shannon
    shannon
    Stylish elegance and spacious comfort ... your best time ever!

    Was very pleased with Pats professionalism with this booking. He was quick and very helpful with all the details of my trip. We were a group of ladies visiting from all different places so I was nice to get to experience some time together out on the water. Can’t wait to do it again! 5 star service

  2. TM
    Ted
    32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

    Five stars, all the way. The boat was great and what we wanted, but better, Todd was right there, great with the handover, totally immediate with questions/responses, and just basically an all-round great person. Highly recommend! Like the boating area all around this Key as well, totally beautiful.

  3. Alexandra
    Alexandra
    Private Key West Boat Adventure | Sandbars and More!

    We had a great time! The boat was perfect for a day cruising around the keys!

  4. John
    John
    32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

    great boat and owner. Todd was available and knowledge about the area.

  5. melissa
    melissa
    24' Pontoon to rent in Cudjoe Key, FL. We deliver!

    Highly recommend renting from Mitch. The GPS with preprogrammed destinations will make your experience so much better! Visited snorkeling spots, explored cool islands and found popular spots to swim. Easy pick up and return - Mitch brought the boat right to the dock at our rental property. He took time to cover all of the features of the boat and GPS with us as well as provide recommendations on where to go. Boat was is perfect condition with plenty of space for our group. I enjoyed relaxing on the couch/bench seat with my tea and book in the early morning while waiting for my family to wake up. We also enjoyed fishing from the boat.

  6. Mimi
    Mimi
    24' Pontoon to rent in Cudjoe Key, FL. We deliver!

    Mitch was absolutely amazing! Had the best time for our group of 9 for a surprise 30th birthday. He was prompt and had great communication throughout the booking process and end of the trip. Highly recommend for a family experience to anyone, without a doubt. Thank you, Mitch!