Tampa Engagement Proposal Ideas


Marriage Proposals Tampa

Planning the perfect romantic engagement? Looking for a great marriage proposal idea?
What could be more romantic than popping the question on a beautiful sailboat at sunset? Just you, your sweetie and your own private captain. You have the entire sailboat to yourselves.

We are in New Port Richey, just a short drive North of Tampa, Clearwater and St. Pete in the Tampa Bay area, Florida.

The sailboat departs about 2 hours before sunset and once out of the channel, we hoist the sails, cut the engine and all you hear is the gentle sound of the wind in the sails and the waves lapping on the hull. All sailboats are equipped with powerful stereos and speakers up on deck so you can even bring your special song to play while you propose.

At Windsong Sailing Charters, we handle many engagements each month and are very experienced in helping you plan that perfect proposal. In all of our history, not ONCE have we ever had an engagement where she said NO, so your engagement is in very safe hands.

If you would prefer to get engaged on a romantic beach on a barrier island we can arrange that too! The sailboat can anchor off the island and the captain will run you ashore in a dinghy.

Detailed below are just some of the marriage proposal ideas we have seen in the past. Whatever new idea you have for proposing to your sweetheart, we can make it happen for you.

Rates start at $295



Engagement Ideas Tampa

Make your proposal of marriage on the bow of the sailboat
Get engaged on a beach on a deserted island
We can hide champagne and roses on the boat and bring them out just when you need them
Pop the question while standing knee deep in warm crystal clear water on a beautiful beach
Propose marriage in writing in a bottle and we'll "pretend" to find it floating in the ocean
You can "find" the marriage proposal buried in a seashell on the island
Write your marriage proposal in the sand on the island beach
We can serve your champagne in the cockpit and sneak the engagement ring into a glass of champagne for you
Hire an airplane to fly past the sailboat with your marriage proposal written on a banner



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Treat yourself and your loved one to a luxury beach sunset BBQ on one of our beautiful islands. It's intimate, fun, tasty and romantic. The perfect way to celebrate an engagement or anniversary or any other special moment.
You own personal captain will drive you in a luxury pontoon boat out to the island while you sip on the complimentary champagne and soft drinks provided on the boat. The boat ride is about 45 minutes.
Your personal area on the beach will already be set up by our island crew - beach chairs, shade cover and table set for two - all ready and waiting for you to arrive on the beach.
Your personal chef will cook and serve your BBQ meal right in front of you on the beach - you do absolutely nothing except show up, eat, drink and be merry!
After dinner you will have time to explore the island, pick up shells and swim. We depart 15 minutes before sunset so we can watch the sun dip into the ocean from off shore.
The boat departs 3 hours before sunset and returns approximately one hour after sunset.
Note - this is a public island so there might be other boaters at the island especially on weekends.

More info on the dinner cruise >>>

Areas our New Port Richey location is near to in the Greater Tampa Bay Area

We are about a 2 hour drive from Orlando, Disney World and Universal

Clearwater Beach
St. Petersburg
St. Pete Beach

Palm Harbor
Tarpon Springs
New Port Richey

Port Richey
Spring Hill
Hernando Beach
Weeki Watchee

Hillsborough County
Pinellas County
Pasco County
Hernando County

PHONE - 727-859-0213

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Windsong Sailing Charters is located near to Clearwater & Clearwater Beach, St. Pete Beach and St. Petersburg in Tampa Bay, FL

We DO NOT force you to share the sailboat with anyone other than those in your own party. Our rates are for THE WHOLE SAILBOAT - you may bring up to 6 people, all for the same price.

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