Southernmost Weddings Key West

Planning a Key West Sunset Sailboat Wedding


  • April 24, 2020
  • /   Southernmost Weddings
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Wedding Couple poses for photos on a sailboat with the sunset setting in the background

Affordable Private Destination Sunset Sailboat Wedding Packages with Beautiful Wedding Photography for Key West & the Florida Keys.

Key West Sunset Sailboat Wedding Packages

Scroll Down for Wedding Packages for up to 60 Guest 

Scroll to the bottom of the page to see real wedding photos from these Sailboats. 

Imagine sailing into the sunset as you say your vows or raise a glass of champagne in a toast to your new life. A wedding cruise on a sailing yacht, spacious catamaran or schooner is a great way to get married in Key West. Feel the warm tropical breezes and the gentle rocking of the ocean as you say your wedding vows. What could be more romantic, more ideal, that a sunset wedding in Key West. 

SUNSET SAIL WEDDINGS IN KEY WEST FOR THE WEDDING COUPLE & A FEW FRIENDS

Key West Beach Wedding followed by a Private Sunset Sail
$1045.00 includes tax, fees, & crew gratuity
•  Afternoon Ceremony in Key West Florida followed by a Private Sunset Sail for the Wedding Couple and 4 Guest
•  Professional Wedding Officiant, Custom Ceremony & Wedding Vows of your Choice.
•  Filing of your marriage license with the State of Florida after the wedding ceremony by the officiant.
•  30 Minutes of Incredibly Beautiful Professional Wedding Photography before, during & after the ceremony.
•  Approximately 75 Professionally Edited Full Size Images, delivered by E-mail & downloaded directly to your computer.
•  Photo Release form allowing you to make prints.
•  Add a Tropical Boutonniere for $32.00 or a Fresh Hand Tied Tropical Bouquet for $100.00
•  Wedding Planning & Consultations Included (305) 900 8500
•  Bring your own Beer, Wine or Champagne 
•  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 41′ Island Trader, blue water cruising ketch


Private Sunset Sailboat Wedding Ceremony for up to 6 People
$795.00 includes tax, fees & crew gratuity
•  Private Sunset Sailboat Wedding for the Wedding Couple & Four Guest.
•  Wedding before Sunset performed by the Captain, Custom Ceremony & your Choice of Wedding Vows.
•  Filing of the marriage license with the State of Florida after the ceremony by the Captain.
•  Includes champagne, beer, wine, and soft drinks.
•  Wedding Planning & Consultations Included (305) 900 8500
•  Add a Tropical Boutonniere for $32.00 or a Fresh Hand Tied Tropical Bouquet for $100.00
•  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 Package for up to 4 People
$1395.00 includes tax, fees, & crew gratuity
•  Private Sunset Sailboat Wedding for the Wedding Couple & Two Guest.
•  Wedding before Sunset performed by the Captain, Custom Ceremony & your Choice of Wedding Vows.
•  Filing of the marriage license with the State of Florida 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.
•  Includes Incredibly Beautiful Professional Wedding Photography during the Sail. 
•  Approximately 100 Professionally Edited Full Size Images delivered by E-mail & downloaded directly to your computer.
•  Photo Release form allowing you to make prints.
•  Wedding Planning & Consultations Included (305) 900 8500
•  Add a Tropical Boutonniere for $32.00 or a Fresh Hand Tied Tropical Bouquet for $100.00
•  Two Hour Private Sunset Sail on a 47' Jenneau Sloop.


PRIVATE CATAMARAN SUNSET SAIL WEDDINGS 

Catamaran Wedding Packages for up to 12 People

E-12 Catamaran Sunset Wedding Package for 12 People
$2095.00 includes tax, fees & crew gratuity
•  Private Sunset Wedding on the Water for the wedding couple and 10 guest
•  Ceremony at Sunset, Wedding Officiant, Choice of Wedding Vows & the Filing of the marriage license after the ceremony by the officiant.
•  Includes champagne, beer, wine, soft drinks and a fruit & cheese appetizer tray.
•  Includes Incredibly Beautiful Professional Wedding Photography during the Sail. 
•  Approximately 125 Professionally Edited Full Size Images, delivered by E-mail & downloaded directly to your computer. 
•  Photo Release form allowing you to make prints.
•  Two Hour Private Sunset Wedding Sail on a catamaran.
•  Wedding Planning & Consultations Included (305) 900 8500


PRIVATE CATAMARAN SUNSET SAIL WEDDINGS 

Catamaran Wedding Package for up to 16 People

P-16 Catamaran Sunset Wedding Package for 16 People
$2995.00 includes tax, fees & crew gratuity
•  Private Sunset Wedding on the Water for the wedding couple and 14 guest
•  Ceremony at Sunset, Wedding Officiant, Choice of Wedding Vows & the Filing of the marriage license after the ceremony by the officiant.
•  Includes champagne, beer, wine, sangria, soft drinks and chef' selection of appetizers.
•  Includes Incredibly Beautiful Professional Wedding Photography during the Sail. 
•  Approximately 125 Professionally Edited Full Size Images, delivered by E-mail & downloaded directly to your computer. 
•  Photo Release form allowing you to make prints.
•  Two Hour Private Sunset Wedding Sail on a 41’ Maine Cat sailing catamaran yacht.
•  Wedding Planning & Consultations Included (305) 900 8500


PRIVATE SCHOONER SUNSET SAILBOAT WEDDINGS 

Sailboat Wedding Packages for up to 20 People

A-20 Schooner Sunset Wedding Package for 20 People
$3195.00 includes tax, fees & crew gratuity
•  Private Sunset Wedding on the Water for the wedding couple and 18 guest
•  Ceremony at Sunset, Wedding Officiant, Choice of Wedding Vows & the Filing of the marriage license after the ceremony by the officiant.
•  Includes champagne, beer, wine, sangria, soft drinks and chef' selection of appetizers.
•  Includes Incredibly Beautiful Professional Wedding Photography during the Sail.
•   Approximately 100 Professionally Edited Full Size Images, delivered by E-mail & downloaded directly to your computer. 
•  Photo Release form allowing you to make prints.
•  Two Hour Private Sunset Wedding Sail on a wooden two-masted bugeye schooner.
•  Wedding Planning & Consultations Included (305) 900 8500

PRIVATE SCHOONER SUNSET SAIL WEDDINGS 

Wedding Parties with up to 22 People

F-22 Schooner Sunset Wedding Package for 22 People
$2995.00 includes tax, fees & crew gratuity
•  Private Sunset Wedding on the Water for the wedding couple and 20 guest
•  Ceremony at Sunset, Wedding Officiant, Choice of Wedding Vows & the Filing of the marriage license after the ceremony by the officiant.
•  Includes champagne, margaritas, beer, wine, soft drinks.
•  Includes Incredibly Beautiful Professional Wedding Photography during the Sail. 
•  Approximately 125 Professionally Edited Full Size Images, delivered by E-mail & downloaded directly to your computer. 
•  Photo Release form allowing you to make prints.
•  Two Hour Private Sunset Wedding Sail on a 54' sailing vessel.
•  Wedding Planning & Consultations Included (305) 900 8500


PRIVATE SCHOONER SUNSET SAIL WEDDINGS
Wedding Parties with up to 28 People

D-28 Schooner Sunset Wedding Package for 28 People

$3295.00 includes tax, fees & crew gratuity

•  Private Sunset Wedding on the Water for the wedding couple and 26 guest
•  Ceremony at Sunset, Wedding Officiant, Choice of Wedding Vows & the Filing of the marriage license after the ceremony by the officiant.
•  Includes champagne, beer, wine, soft drinks and fruit, caprese salad skewers, summer sausage & cheese platter.
•  Includes Incredibly Beautiful Professional Wedding Photography during the Sail. 
•  Approximately 100 Professionally Edited Full Size Images, delivered by E-mail & downloaded directly to your computer. 
•  Photo Release form allowing you to make prints.
•  Two Hour Private Sunset Wedding Sail on a 65' Classic Skipjack . Engraved Champagne Flutes, Commemorative Wedding Certificate, & Photo of the boat under sail signed by the captain.
•  Wedding Planning & Consultations Included (305) 900 8500


PRIVATE SCHOONER SUNSET SAIL WEDDINGS

Wedding Parties with up to 39 People

J-39 Schooner Sunset Pirate Wedding Package for 39 People
$4195.00 includes tax, fees & crew gratuity
•  Pirate Themed Wedding on the Water for the wedding couple and 37 guest
•  Ceremony at Sunset, Wedding Officiant, Choice of Wedding Vows & the Filing of the marriage license after the ceremony by the officiant.
•  Includes water, soft drinks and fruit & cheese platter. Bring your own Liquor.
•  Includes Incredibly Beautiful Professional Wedding Photography during the Sail. 
•  Approximately 150 Professionally 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 Wedding Sail on a classic 80’ coastal topsail, fashioned after the schooners of old.
•  Wedding Planning & Consultations Included (305) 900 8500


PRIVATE SCHOONER SUNSET SAIL WEDDINGS
Wedding Parties with up to 47 People

A-47 Schooner Sunset Wedding Package for 47 People
$4995.00 includes tax, fees & crew gratuity
•  Private Sunset Wedding on the Water for the wedding couple and 45 guest
•  Ceremony at Sunset, Wedding Officiant, Choice of Wedding Vows & the Filing of the marriage license after the ceremony by the officiant.
•  Includes champagne, beer, wine, sangria, soft drinks and fruit & cheese platter
•  Includes Incredibly Beautiful Professional Wedding Photography during the Sail. 
•  Approximately 150 Professionally 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 Wedding Sail on a majestic 86’ windjammer, fashioned after the schooners of old
•  Wedding Planning & Consultations Included (305) 900 8500


PRIVATE CATAMARAN SUNSET SAIL WEDDINGS 

Wedding Parties with up to 60 People

S-62 Catamaran Sunset Wedding Package for 62 People
$5545.00 includes tax, fees & crew gratuity
•  Private Sunset Wedding on the Water for the wedding couple and 60 guest
•  Ceremony at Sunset, Wedding Officiant, Choice of Wedding Vows & the Filing of the marriage license after the ceremony by the officiant.
•  Includes mixed drinks, champagne, beer, wine, soft drinks and chef' selection of appetizers.
•  Includes Incredibly Beautiful Professional Wedding Photography during the Sail. 
•  Approximately 150 Professionally Edited Full Size Images, delivered by E-mail & downloaded directly to your computer. 
•  Photo Release form allowing you to make prints.
•  Two Hour Private Sunset Wedding Sail on a brand-new state of the art Gold Cost Custom Sailing Catamaran.
•  Wedding Planning & Consultations Included (305) 900 8500

SOUTHERNMOST WEDDINGS (305) 900 8500

All Inclusive Wedding Packages and Affordable Wedding Photography for Key West, Florida & the Florida Keys.
Specializing in Private Sunset Sailboat Weddings, Sandy Beach Weddings & Intimate Tropical Garden Weddings.

Southernmost Weddings is your affordable Wedding Planning and Photography Company in Key West, Florida. Our wedding planning department has a variety of All-Inclusive Sandy Beach Wedding Packages, Intimate Tropical Garden Wedding Packages & Private Sunset Sailboat Wedding Packages that will fit any budget. We also have Wedding Packages for Cruise Ship Passengers, Weddings at Historic Key West Venues, Beach Weddings followed by a Sunset Sailboat Reception, and Wedding & Reception Packages with transportation. Several Romantic Elopement - Wedding Packages and also Wedding - Honeymoon Packages complete with a 3 night stay in Key West, Florida. Southernmost Weddings gladly welcomes couples from all walks of life and orientations and we are proud to assist any gay or lesbian couple that wishes to get married in Key West or the Florida Keys. All of our wedding packages can be hand crafted to make you your own special Key West or Florida Keys destination wedding, vow renewal, or commitment ceremony. Southernmost Weddings Key West is the best Wedding Planning and Photography Company in the Southernmost City of the United States!
We are a group of local wedding planners dedicated to creating the destination wedding of your dreams, and wedding photographers who will capture beautiful photographic images of your wedding. Years from now when the memories fade, our images will still be there a timeless reminder of your special event.

  All the images below were shot by Southernmost Weddings Key West