Free Concierge Service

Text or call 1-877-GREET-WELL

Why travelers choose Greetwell

Curated by our team

Every experience is hand selected and approved by Greetwell.

Personal concierge

Real humans available to help before, during, and after your booking.

Intimate & authentic

Including unique in-home experiences you won't find anywhere else.

Easy booking & cancellation

Reserve in minutes with free cancellation on most experiences.

Experiences that stay with you long after the trip

Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

About

Our Story
For Experience Providers
For Hospitality Partners
For Developers

Resources

Travel Guides
Destinations
Categories
Experience Gift Cards
Help Center

[email protected]1-877-GREET-WELL

Safe & Secure Payments

© 2026 Greetwell, Inc. All rights reserved.

Privacy Policy Terms

Free Concierge Service

Text or call 1-877-GREET-WELL

Best results for

Boat Rentals in Siesta Key, FL

Showing 73-78 of 78 results

24' Pontoon Boat Rental in Palmetto with Sandbar Access

Up to 13

24' Pontoon Boat Rental in Palmetto with Sandbar Access

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

5.0 • 168 reviews

$599& up

21' Tritoon Boat Rental in Sarasota

Up to 10

21' Tritoon Boat Rental in Sarasota

Cruise Sarasota’s intracoastal waterways on a 21' Bennington tritoon for up to 10

5.0 • 78 reviews

$480/ boat

24' Pontoon Boat Rental in Holmes Beach

Up to 10

24' Pontoon Boat Rental in Holmes Beach

Set your own course for sandbars, swims, and open-water exploring

4.9 • 1.8K reviews

$588/ boat

Sea Ray SDX 250 Boat Rental in Sarasota

Up to 12

Sea Ray SDX 250 Boat Rental in Sarasota

Rent a Sea Ray SDX 250 for 6 hours with seating for up to 12

4.9 • 950 reviews

$1,002

Sarasota Full-Day Private Boat Charter

Up to 13

Sarasota Full-Day Private Boat Charter

Cruise, swim, and unwind aboard a private Yellowfin charter

4.9 • 517 reviews

$3,643

Anna Maria Island 21' Pontoon Rental

Up to 9

Anna Maria Island 21' Pontoon Rental

Cruise Anna Maria waters with shade, GPS, and room to relax

$1,187/ boat

1 2 34

Siesta Key Things To Do

Boat Rentals Boat Tours101 Kayaking Tours80 Yacht Charters63 Fishing Charters45

More

Jet Skiing41
Dolphin Watching29
Bike Rentals27
Snorkeling17
Sunrise and Sunset Tours17
Car Rentals16
Train Tours12

Travel guides for Boat Rentals

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

Equipment Rental

11

Paddleboarding10

Horseback Riding9

Helicopter Tours7

Outdoor Picnics7

Stand Up Paddle Boarding6

Scooter Rentals5