All-Inclusive Key West Sunset Sailboat Wedding Packages

Private Sunset Sailboat, Catamaran, & Historic Schooner Wedding Packages in Key West, Florida

Wedding couple enjoy their private sunset sailboat wedding planned by Southernmost Weddings

Imagine sailing into the Key West Sunset as you say your wedding vows or raise a glass of champagne to toast your new life. A wedding cruise on a sailing yacht, spacious catamaran or historic schooner is a great way to get married in Key West Florida. Feel the warm tropical breeze and the gentle rocking of the ocean while you and your wedding guest enjoy that iconic Key West Sunset. The captain turning the boat in the right direction to provide our photographers with the opportunity to take beautiful wedding pictures with the most scenic ocean background. What could be more romantic, more ideal, than a sunset sailboat wedding in Key West on the water.

Scroll Down to view Sunset Sailboat Wedding Packages for up to 100 Guests.

Wedding Ceremony Performed on a Stable Sailing Vessel just before Sunset on the Gulf of Mexico 

PRIVATE CATAMARAN or SAILBOAT SUNSET WEDDING

Two Hour Private Sunset Wedding off the coast of Key West, Florida in the Gulf of Mexico on a Historict Schooner or Modern Catamaran.
Wedding Ceremony before Sunset with a Professional Wedding Officiant, Custom Ceremony,
Choice of Wedding Vows. 
Filing of the marriage license after the ceremony by the officiant.
Includes Incredibly Beautiful Professional Wedding Photography for two hours on the boat.
 Approximately 100 Edited Full-Size Images delivered by E-mail & downloaded directly to your computer.
Photo Release form allowing you to make prints anywhere. 

E-12 Catamaran Sunset Sail
Wedding For 12 passengers
Price includes tax, fees, & crew gratuity 

$2595.00 

Includes champagne, beer, wine, soft drinks and a fruit & cheese appetizer tray.

Two Hour Private Sunset Wedding Sail on a State of the Art Catamaran Sailboat 

W-12 Schooner Sunset Sail Wedding
For 12 passengers
Price includes tax, fees, & crew gratuity 

$3990.00

Includes a unique selection of boutique schooner wine and select beers on board as well as at-seat bottle service with our premium beverage

Two Hour Private Sunset Wedding Sail on a 1939 Old Fashioned Historic Schooner Sailboat built for General George S Patton

Q-15 Catamaran Sunset Sail
Wedding For 12 passengers

Price includes tax, fees, & crew gratuity 

$4250.00

Includes champagne, beer, wine, soft drinks and an appetizer tray with Meat, Cheese, Organic Fruits, Veggie & Hummus.

Two Hour Private Sunset Wedding Sail on a Large & Spacious State of the Art Catamaran Sailboat  

Click here to View images from this wedding package 

Southernmost Weddings Key West 
(305) 900 8500

  • Due to the delicate nature of the Island of Key West and the beautiful oceans around us.
    We only use Fresh Tropical Flowers, for our Bridal Bouquets, Boutonnieres, & other floral decor.
    We do not allow the use of Silk Flowers, Streamers, Confetti, Rice, Balloons, or anything else that could harm or damage the environment during our weddings.
  • We strongly suggest you purchase "wedding insurance” to cover any expenses relating to the postponement of your wedding.

Wedding Ceremony Performed on an Old-Fashioned Schooner just before Sunset out in the Gulf of Mexico

PRIVATE SUNSET SAILBOAT WEDDING PACKAGES

Two Hour Private Sunset Sailboat Wedding off the coast of Key West, Florida in the Gulf of Mexico
Ceremony at Sunset with a Professional Wedding Officiant, Custom Ceremony, Choice of Wedding Vows. 
Filing of the marriage license after the ceremony by the officiant.
Includes Incredibly Beautiful Professional Wedding Photography for two hours on the boat. 
Approximately 100 Edited Full-Size Images delivered by E-mail & downloaded directly to your computer.
Photo Release form allowing you to make prints anywhere.

Prices include tax, fees & crew gratuity

A-18 Schooner Sunset Sail Wedding Price
For 18 passengers

$4190.00

Includes champagne, beer, wine, soft drinks and a scelection of appetizers.

Two Hour Private Sunset Wedding Sail on the last known Chesapeake Bugeye ever built.

D-24 Schooner Sunset Sail Wedding Price
For 24 passengers

$4390.00

Includes champagne, beer, wine, soft drinks and fruit, caprese salad skewers, summer sausage & cheese.

Two Hour Private Sunset Wedding Sail on a 65' Classic Skipjack 

ADD an extra hour of sailing time to this package - starting at an additional $1500.00 dollars

Click here to View images from our private Schooner sunset sail wedding packages  

Southernmost Weddings Key West
(305) 900 8500

  • Due to the delicate nature of the Island of Key West and the beautiful oceans around us.
    We only use Fresh Tropical Flowers, for our Bridal Bouquets, Boutonnieres, & other floral decor.
    We do not allow the use of Silk Flowers, Streamers, Confetti, Rice, Balloons, or anything else that could harm or damage the environment during our weddings.
  • We strongly suggest you purchase "wedding insurance” to cover any expenses relating to the postponement of your wedding.

Wedding Ceremony Performed on an Old-Fashioned Schooner just before Sunset out in the Gulf of Mexico

PRIVATE SUNSET SAILBOAT WEDDING PACKAGES

Two Hour Private Sunset Sailboat Wedding off the coast of Key West, Florida in the Gulf of Mexico
Ceremony at Sunset with a Professional Wedding Officiant, Custom Ceremony, Choice of Wedding Vows. 
Filing of the marriage license after the ceremony by the officiant.
Includes Incredibly Beautiful Professional Wedding Photography for two hours on the boat. 
Approximately 100 Edited Full-Size Images delivered by E-mail & downloaded directly to your computer.
Photo Release form allowing you to make prints anywhere.

Prices include tax, fees & crew gratuity

W-30 Schooner Sunset Wedding
For 30 passengers

$5390.00

Includes champagne, beer, wine, soft drinks and a fruit & cheese appetizer tray.
Two Hour Private Sunset Wedding Sail on a Old Fashioned Historic Schooner Sailboat
Come sail on this John Alden designed sturdy, comfortable, and safe, elite racing schooners.

Q-26 Catamaran Sunset Wedding
For 26 passengers

$5690.00

Includes champagne, beer, wine, soft drinks and an appetizer tray with Meat, Cheese, Organic Fruits, Veggie & Hummus. 
At 42 foot long and 26 feet wide, this is one of the most stable sailing experiences possible gliding thru the waves under the power of the wind.

S-32 Schooner Sunset Sail Wedding
For 32 passengers

$4990.00

Includes champagne, beer, wine, soft drinks, sandwiches, fresh fruit, and a cheese & cracker platter.
Two Hour Private Sunset Wedding Sail on an 80' William Garden design historic schooner.
The Largest & Roomiest decks of any Hishoric Schooners sailing the waters off of Key West.

ADD an extra hour of sailing time to this package - starting at an additional $1500.00 dollars

Click here to View images from our private Schooner sunset sail wedding packages  

Southernmost Weddings Key West
(305) 900 8500

  • Due to the delicate nature of the Island of Key West and the beautiful oceans around us.
    We only use Fresh Tropical Flowers, for our Bridal Bouquets, Boutonnieres, & other floral decor.
    We do not allow the use of Silk Flowers, Streamers, Confetti, Rice, Balloons, or anything else that could harm or damage the environment during our weddings.
  • We strongly suggest you purchase "wedding insurance” to cover any expenses relating to the postponement of your wedding.

Wedding Performed on a 65' Gold Coast Custom Catamaran just before Sunset in the Gulf of Mexico off of the Florida Coast 

$6695.00 Includes tax, fees & crew gratuity

EVERYTHING YOU NEED TO KNOW ABOUT YOUR WEDDING & RECEPTION 

Two Hour Private Sunset Sailboat Wedding on a new, large, stable 3 deck catamaran.
Professional Wedding Officiant, Choice of Wedding Vows, Custom Ceremony.
Filing of the marriage license after the ceremony by the officiant.
Includes Incredibly Beautiful Professional Wedding Photography for two hours on the boat. 
Approximately 150 Edited Full-Size Images delivered by E-mail & downloaded directly to your computer. 
Photo Release form allowing you to make prints anywhere.
Includes mixed well drinks, margaritas, champagne, draft beer, wine and soft drinks. 
BBQ Meatballs • Cheese & Crackers • Veggies with Ranch Dip • Pita Bread & Hummus • Jerk Chicken Sliders

Also includes professional DJ service to get the party started.

Click here to View images from this wedding package   

ADD an extra hour of sailing time to this package - starting at an additional $1500.00 dollars

You will have the best wedding and reception in Key West on a state of the art 65-foot catamaran. This vessel is Key West's only true triple deck sailing catamaran. Offering three different decks for your special occasion. 
This large stable vessel is an excellent choice if there are children or elderly guest. The catamarans flat deck surface is also perfect for those wishing to dance the night away.


Southernmost Weddings Key West
(305) 900 8500

  • Due to the delicate nature of the Island of Key West and the beautiful oceans around us.
    We only use Fresh Tropical Flowers, for our Bridal Bouquets, Boutonnieres, & other floral decor.
    We do not allow the use of Silk Flowers, Streamers, Confetti, Rice, Balloons, or anything else that could harm or damage the environment during our weddings.
  • We strongly suggest you purchase "wedding insurance” to cover any expenses relating to the postponement of your wedding.

Wedding Performed on a 65' Gold Coast Custom Catamaran just before Sunset in the Gulf of Mexico off of the Florida Coast 

Includes tax, fees & crew gratuity

EVERYTHING YOU NEED TO KNOW ABOUT YOUR WEDDING & RECEPTION 

Two Hour Private Sunset Sailboat Wedding on a new, large, stable 3 deck catamaran.
Professional Wedding Officiant, Choice of Wedding Vows, Custom Ceremony.
Filing of the marriage license after the ceremony by the officiant.
Includes Incredibly Beautiful Professional Wedding Photography for two hours on the boat. 
Approximately 150 Edited Full-Size Images delivered by E-mail & downloaded directly to your computer. 
Photo Release form allowing you to make prints anywhere.
Includes mixed well drinks, margaritas, champagne, draft beer, wine and soft drinks. 
BBQ Meatballs • Cheese & Crackers • Veggies with Ranch Dip • Pita Bread & Hummus • Jerk Chicken Sliders

Also includes professional DJ service to get the party started.

Click here to View images from this wedding package   

ADD an extra hour of sailing time to this package for an additional fee.

You will have the best wedding and reception in Key West on a state of the art 65-foot catamaran. Key West's newest catamaran is one amazing sailboat. This vessel is Key West's only true triple deck sailing catamaran. Offering three different decks for your special occasion. 
This large stable vessel is an excellent choice if there are children or elderly guest. The catamarans flat deck surface is also perfect for those wishing to dance the night away.


Southernmost Weddings Key West
(305) 900 8500

  • Due to the delicate nature of the Island of Key West and the beautiful oceans around us.
    We only use Fresh Tropical Flowers, for our Bridal Bouquets, Boutonnieres, & other floral decor.
    We do not allow the use of Silk Flowers, Streamers, Confetti, Rice, Balloons, or anything else that could harm or damage the environment during our weddings.
  • We strongly suggest you purchase "wedding insurance” to cover any expenses relating to the postponement of your wedding.

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