Key West Proposal & Engagement Charters

Pop the question somewhere unforgettable — on the water in Key West. Fun in the Sun arranges private proposal and engagement charters built entirely around your moment. A local captain finds the perfect sunset or secluded sandbar spot, and we can have the boat set up and stocked by a local caterer beforehand, so everything’s ready when you are. It’s completely private — just the two of you and your captain, at your pace.

Make it your moment

Keep it intimate for two, or bring friends and family aboard to celebrate right after the “yes.” Add a sunset cruise, a sandbar stop, or snorkeling to round out the day. We’ll help you plan the timing and details so all you have to do is ask the big question.

Catering & setup

We can coordinate with a local caterer to stock the boat with food, drinks, and special touches before your trip. Tell us what you have in mind when you book and we’ll help arrange it.

Pricing & booking

Private charters start at $395 depending on boat and length. This is a by-appointment, custom experience — call or text (305) 587-3499 to plan your proposal.

Frequently asked questions

Is it private? Yes — just your party and your captain.
Can you set up catering/decor? Yes — we can have the boat stocked and set up by a local caterer beforehand; ask when you book.
Can family join to celebrate? Absolutely — up to 6 per captained boat, or more via the yacht or two boats.
How do we book? Call or text (305) 587-3499, by appointment.

Open 8 AM–6 PM daily, by appointment only. Call or text (305) 587-3499 to book — book direct and save.

Share the Post:

Related Posts