Keys Booking
Design your Florida Keys trip in one place
Choose a trip you saw online, or design your own Florida Keys trip with a private stay, boat rentals, and fishing charters in one reservation.
Private stays, boat rentals, fishing charters, and support for your Florida Keys trip.
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What is Keys Booking?
Keys Booking is built for Florida Keys trips that include more than a place to stay.
Start with a private stay, then add boat rentals or fishing charters to your reservation.
The goal is simple: make planning a real Keys trip easier.
How It Works
Build your trip in 3 steps
Start with where you want to stay, then add what you want to do on the water.
Choose your stay
Find a private stay that fits your dates, group size, and location.
Add boats or charters
Add boat rentals or fishing charters to your reservation if you want them included with your trip.
Review and book
Review your stay, add ons, and total price before checkout.
Why Keys Booking
Built for full Florida Keys trips
Made for the Keys
Keys Booking is built around the way people actually travel here: private stays, boats, fishing charters, and easy access to the water.
Everything in one trip
Book your stay and add boats or charters to the same reservation.
Support when you need it
Our team is available for questions, changes, trip details, and help finding the right setup.
Private for your crew
Stays, boat rentals, and fishing charters are booked for your group.
Need help choosing?
Tell us what kind of trip you want.
Share your dates, group size, and trip style. We can help point you toward the right stay, boat rental, fishing charter, or package.
Help Center
Common questions
Learn more about building your trip, trips from social, payments, cancellations, and what to expect before booking.
Building Your Trip
Can I build my own trip?
Yes. Start with a private stay, then add boat rentals or fishing charters to your reservation.
Can I book a boat rental or fishing charter without a stay?
Not at this time. Boat rentals and fishing charters are added to a stay, so your trip details stay connected in one place.
Do I have to add a boat or charter?
No. You can book just a stay, or you can add a boat rental, fishing charter, or both if they fit your trip.
Can Keys Booking help me choose?
Yes. If you are not sure what works best, contact us with your dates, group size, and trip goals. We can help point you toward the right setup.
Trips From Social
What are the trip packages from your videos?
They are trip setups created by Keys Booking and listed on our bundled trips page.
They may include a stay, boat rental, fishing charter, or a mix of those services so you can view the full setup in one place.
Can I book the exact trip I saw online?
Yes. Trips from our videos are listed on our bundled trips page so you can view the setup, add your stay dates, and check pricing and availability.
When your selected dates match the trip setup, related boat and charter dates can be added automatically to help keep the trip simple.
Can I change one of those trips?
Yes. A trip from social can be used as a starting point.
From the listing page, you can remove or adjust add ons, or start fresh by choosing a stay and building your own trip.
Are those trips priced per person?
The actual booking is priced as a private group trip.
When we show an estimated per person price, it is only to help you understand what the total could look like when split between your crew.
Boats and Fishing Charters
How do boat rentals and fishing charters work?
Boat rentals and fishing charters can be added to your reservation when booking a stay.
After checkout, the operator reviews the request. Once approved, that part of your trip is confirmed and charged.
Why do boat rentals and charters need approval?
Boat rentals and fishing charters are confirmed directly by the operator so every part of your trip is set up correctly before payment is processed.
This helps rental companies confirm the right boat fit and gives captains a chance to confirm timing and availability.
If an option is not available, you are not charged, and Keys Booking can help you find another great fit.
Where do I see my full trip details?
Your trip details page shows your stay and any add ons like boat rentals or fishing charters.
You’ll also receive confirmation details by email.
Do I need boating experience to rent a boat?
If you plan to operate the boat yourself, you should have prior boating experience.
Each rental company may have its own age, license, safety, and experience requirements.
Are fishing charters private?
Yes. Fishing charters booked through Keys Booking are private trips for your group.
Each charter has its own guest limit, which will be shown before booking.
Can a boat or charter come to our rental house?
Some boat rental and charter operators offer private dock delivery or pickup when the property and location allow it.
Availability depends on the operator, the property’s dock, water access, tides, location, and type of boat. If available, you can select or confirm it during the booking process.
Payments and Fees
When am I charged?
For stays, payment is processed at checkout to secure your reservation.
For boat rentals and fishing charters, payment is only processed after the operator approves the request.
Are there hidden fees?
No. You’ll see the full price before booking, including the stay, add ons, taxes, cleaning fees, and service fee when applicable.
Why is there a service fee?
The service fee helps support secure payments, customer support, platform operations, and the tools that make it possible to book stays, boats, and charters together.
Can I split payment between multiple people?
Not at this time. The full booking amount must be paid using one payment method.
Can I get a receipt?
Yes. Once your payment is processed, your receipt will be available in your trip details.
Cancellations
Can I cancel my booking?
Yes. Cancellation rules depend on the stay, boat rental, or fishing charter you booked.
Each part of your trip may have its own cancellation policy, which is shown before booking.
Is the service fee refundable?
Yes. If your booking qualifies for a refund under the applicable cancellation policy, the Keys Booking service fee is refunded as well.
If I cancel my stay, what happens to my boat rental or charter?
If you cancel your stay, any added boat rentals or fishing charters may also need to be canceled or adjusted.
Contact Keys Booking support if you need help with changes.
What if weather affects my fishing charter?
Weather decisions are handled by the captain or charter operator.
If the captain determines conditions are unsafe, they will work with you based on their policy and availability.
How long do refunds take?
Once approved, refunds typically take 5 to 10 business days to appear, depending on your payment method and bank.
Before and During Your Trip
Who do I contact before my trip?
You can contact Keys Booking with questions before your trip.
After booking, your trip details will include information for your stay and any add ons, such as boat rentals or fishing charters.
Where do I find host or operator contact details?
After booking, your trip details page will show contact details for your stay host and any added boat rental or fishing charter.
You can contact them directly for service specific questions, or contact Keys Booking if you want help with your overall trip.
Who do I contact if I need help or changes?
For booking questions, trip changes, support, or help finding other options, contact Keys Booking.
If your question is specific to the stay, boat rental, or fishing charter, you can also contact the host or operator directly using the contact details in your trip details.
What if I have trouble checking in?
Contact your stay host first for the fastest help with check in.
If you still need support, contact Keys Booking and we’ll help.
Are pets allowed?
Pet policies vary by property, boat rental, and charter.
Some stays and boats may allow pets, while others do not. Review the listing details before booking or contact us if you need help finding a pet friendly option.
Do the rentals include Wi-Fi and other amenities?
Amenities vary by property and are shown on each listing page. Many homes include Wi-Fi, kitchen supplies, linens, and other standard essentials.
Trust and Safety
Are the listings reviewed?
Yes. Listings are reviewed before appearing on Keys Booking to help confirm they are legitimate and accurately represented.
How are boat rentals and fishing charters reviewed?
Boat rentals and fishing charters are reviewed before appearing on Keys Booking.
We review the operator and listing information so guests can book on the water activities with more confidence.
Is my payment secure?
Yes. Payments are processed through secure payment systems. Keys Booking does not store your full card information.
Does Keys Booking share my personal information?
We do not sell your personal information.
Your information is used to support your booking, communicate trip details, process payments, and operate the platform.
Account Help
Do I need an account to book?
Yes. You’ll create or log into an account during checkout so your trip details, confirmations, receipts, and messages are connected to your booking.
How do I update my personal information?
Log into your account and go to the Account page to update your name, email, or phone number.
What if I forget my password?
Use the Forgot Password option on the login screen. You’ll receive an email with instructions to reset it.
Travel Insurance
Does Keys Booking offer travel insurance?
Not currently. Keys Booking does not directly sell travel insurance.
Should I buy travel insurance?
Travel insurance is recommended, especially for larger trips, peak season travel, or trips that include multiple bookings.
A third party policy may help protect you from unexpected cancellations, delays, medical issues, or other covered events.
Contact Us
Need help choosing the right trip?
Tell us your dates, group size, and what kind of trip you want. We can help point you toward the right stay, boat rental, fishing charter, or package.


Saw Us On Social?
Find the trip you saw online
The trips we share on Instagram and TikTok are listed on Keys Booking so you can view the full setup in one place.
View trips from social
These trips are created by Keys Booking and pair a stay with boat rentals, fishing charters, or both.
Add your dates, check pricing, and book the package.
View trips from socialDesign your own trip
You can also start with any stay on Keys Booking and add the boat rentals or fishing charters you want included.
Choose the stay, add what you want on the water, and review everything before checkout.
Browse stays