All-Inclusive Key West Sunset Sailboat Wedding Packages

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

Old Time Trolley for your Key West Wedding

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, that a sunset sailboat wedding in Key West on the water.

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

Sandy Beach Wedding Followed by a Private Sunset Sail
or
A Private Sunset Sailboat Wedding

INCLUDES

BEACH WEDDING WITH A PRIVATE SUNSET SAIL FOR 6 PEOPLE AFTER THE WEDDING

$995.00

Afternoon Wedding Ceremony on Smathers Beach followed by a Private Sunset Sail for the Wedding Couple and 4 Guests

Beach Wedding Includes:
Professional Wedding Officiant, Custom Ceremony & Choice of Wedding Vows.
Filing of your marriage license after the ceremony by the officiant
30 Minutes of Incredibly Beautiful Wedding Photography on the beach during & after the ceremony
Approximately 75 Edited Full Size Images delivered by E-mail & downloaded directly to your computer
Photo Release form allowing you to make prints anywhere
Sunset Sail Includes:
soft drinks, & water
BRING YOUR OWN BEER, WINE OR CHAMPAGNE

Two Hour Private Sunset Sail on a 41′ Island Trader, blue water cruising ketch

PRIVATE SUNSET SAILBOAT WEDDING CEREMONY PACKAGE FOR UP TO 6 PEOPLE

$745.00

Private Sunset Sailboat Wedding for the Wedding Couple & Four Guests

Wedding before Sunset performed by the Captain, Custom Ceremony & Choice of Wedding Vows
Filing of the marriage license after the ceremony by the Captain.

Includes champagne, beer, wine, soft drinks, & water

Due to the delicate nature of the Island of Key West and the beautiful oceans around us. We only use Hand Tied Fresh Tropical Flowers. Designed by a dedicated local florist. 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.

Two Hour Private Sunset Sail on a 47' Jenneau Sloop.

PRIVATE SUNSET SAILBOAT WEDDING CEREMONY PACKAGE FOR UP TO 4 PEOPLE

$1335.00

INCLUDES A PHOTOGRAPHER ON THE SAILBOAT

Private Sunset Sailboat Wedding for the Wedding Couple & Two Guests.

Wedding before Sunset performed by the Captain, Custom Ceremony & Choice of Wedding Vows.
Filing of the marriage license after the ceremony by the Captain.

Includes champagne, beer, wine and a Cheese & Fruit Appetizer Tray. Also includes a Handmade Wedding Cake with your choice of Style and Flavors.

Also includes Professional Wedding Photography. Approximately 100 Edited Full Size Images delivered by E-mail & downloaded directly to your computer.
Photo Release form allowing you to make prints anywhere.

Two Hour Private Sunset Sail on a 47' Jenneau Sloop.


WEDDING ADD-ON'S DESIGN YOUR OWN SPECIAL WEDDING

FRESH HAND TIED TROPICAL BRIDAL BOUQUET 
$95.00

FRESH TROPICAL BOUTONNIERE
$27.00

Air-Conditioned Luxury Limo for 6 people for up to 2 hours
Only $250.00 Dollars


Call Southernmost Weddings Key West
(305) 900 8500

  • We strongly suggest you purchase "wedding insurance” to cover any expenses relating to the postponement of your wedding.

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

PRIVATE CATAMARAN SUNSET SAIL WEDDING

Two Hour Private Sunset Sailboat Wedding off the coast of Key West, Florida in the Gulf of Mexico
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 125 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 WEDDING FOR 
12 PEOPLE

$2095.00

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

P-16 CATAMARAN SUNSET WEDDING FOR
16 PEOPLE

$2895.00

Includes cocktails, champagne, beer, wine, sangria, soft drinks and chef' selection of appetizers. 
Two Hour Private Sunset Wedding Sail on a 41’ Maine Cat sailing catamaran yacht


WEDDING ADD-ON'S DESIGN YOUR OWN SPECIAL WEDDING

FRESH HAND TIED TROPICAL BRIDAL BOUQUET
$95.00

FRESH TROPICAL BOUTONNIERE
$27.00

Air-Conditioned Luxury Limo for 6 people for up to 2 hours
Only $250.00 Dollars


ADD GROUP TRANSPORTATION FOR YOUR WEDDING GUEST

Air-Conditioned Luxury Bus from your hotel to the boat and then back to the hotel after the wedding.

$300.00

Call Southernmost Weddings Key West 
(305) 900 8500

  • 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

EVERYTHING YOU NEED TO KNOW ABOUT YOUR PRIVATE SUNSET SAILBOAT WEDDING

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 125 Edited Full-size Images delivered by E-mail & downloaded directly to your computer.
Photo Release form allowing you to make prints anywhere.

A-20 SCHOONER SUNSET WEDDING PACKAGE FOR 20 PEOPLE

$3195.00

Includes cocktails, champagne, beer, wine, sangria, soft drinks and chef' selection of appetizers. 
Two Hour Private Sunset Wedding Sail on a 65' wooden two-masted bugeye schooner

F-22 SCHOONER SUNSET WEDDING PACKAGE FOR 22 PEOPLE

$2995.00

Includes champagne, margaritas, beer, wine, soft drinks
Two Hour Private Sunset Wedding Sail on a 54' sailing vessel


D-28 SCHOONER SUNSET WEDDING PACKAGE FOR 28 PEOPLE

$3295.00

Includes champagne, beer, wine, soft drinks and fruit, caprese salad skewers, summer sausage & cheese platter.
Two Hour Private Sunset Wedding Sail on a 65' Classic Skipjack


S-33 SCHOONER SUNSET WEDDING PACKAGE FOR 33 PEOPLE

$3795.00

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 schooner. 
Largest & Roomiest decks of any Schooner.

J-39 SCHOONER PIRATE WEDDING PACKAGE FOR 39 PEOPLE

$4195.00

Includes water, soft drinks and fruit & cheese platter.
Bring your own Liquor
Two Hour Private Sunset Wedding Sail on a classic 80’ coastal topsail schooner
Imagine your Wedding Party all dressed in Pirate Costumes

A-47 SCHOONER SUNSET WEDDING PACKAGE FOR UP TO 47 PEOPLE

$4995.00

Includes cocktails, champagne, beer, wine, sangria, soft drinks and fruit & cheese platter
Two Hour Private Sunset Wedding Sail on a majestic 86’ windjammer, fashioned after the schooners of yesterday.


WEDDING ADD-ON'S DESIGN YOUR OWN SPECIAL WEDDING

FRESH HAND TIED TROPICAL BRIDAL BOUQUET
$95.00

FRESH TROPICAL BOUTONNIERE
$27.00

Air-Conditioned Luxury Limo for 6 people for up to 2 hours
Only $250.00 Dollars


ADD GROUP TRANSPORTATION FOR YOUR WEDDING GUEST

Enjoy Premium Transportation in an Air-Conditioned Minibus

20 Passengers - $375.00

25 Passengers - $450.00

30 Passengers - $550.00

Enjoy Premium Transportation in an Old-Fashioned Trolley

30 Passengers - $550.00

35 Passengers - $630.00

40 Passengers - $700.00


Call Southernmost Weddings Key West
(305) 900 8500

  • We strongly suggest you purchase "wedding insurance” to cover any expenses relating to the postponement of your wedding.

Wedding Ceremony Performed on a 65' Gold Coast Custom Catamaran just before Sunset in the Gulf of Mexico off of the Florida Coast 
$5295.00
Includes tax & fees

EVERYTHING YOU NEED TO KNOW ABOUT YOUR PRIVATE SUNSET SAIL WEDDING

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 175 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, rum runners, margaritas, champagne, draft beer, wine and soft drinks. 
Swedish Meatballs • Cheese & Crackers • Veggies with Ranch Dip • Pita Bread & Hummus • Pin Wheel Ham & Cream Cheese • Pin Wheels with Broccoli, Carrots & Cream Cheese 
Also includes professional DJ service to get the party started.

ADD an extra hour of sailing time to this package for an additional $1000.00 dollars

WEDDING ADD-ON'S DESIGN YOUR OWN SPECIAL WEDDING

FRESH HAND TIED TROPICAL BRIDAL BOUQUET
$95.00

FRESH TROPICAL BOUTONNIERE
$27.00

Air-Conditioned Luxury Limo for 6 people for up to 2 hours
Only $250.00 Dollars


ADD GROUP TRANSPORTATION FOR YOUR WEDDING GUEST

Enjoy Premium Transportation in one of our Old-Fashioned Passenger Tour Trains
ONLY $900 for 50 Passengers

Call Southernmost Weddings Key West
(305) 900 8500

  • We strongly suggest you purchase "wedding insurance” to cover any expenses relating to the postponement of your wedding.

NEED MORE INFORMATION CONTACT US