Key West Beach Weddings with Sunset Sailboat Reception Packages

Barefoot Beach Weddings followed by a Sunset Sail Receptions on the Water

Wedding Couple poses for photos after the wedding on a spacious catamaran

Beach Weddings in Key West or the Florida Keys are often what brides-to-be dream of. Exchanging vows with wind-tousled hair and sandy toes, while the rhythmic sounds of ocean waves and seagulls fill your ears. Or maybe you are thinking a wedding cruise on a sailing yacht, spacious catamaran or historic schooner would be a great way to get married. So, what if you can't decide between a Beach Wedding or a Sailboat Wedding on the Water. Well Southernmost Weddings Key West has you covered with our beach wedding and sunset sail reception packages designed for every wedding size and budget. 

Choose from one of our all-inclusive beach wedding packages along with a Sunset Sail Reception.

Scroll Down to view All Inclusive Sandy Beach Wedding Packages with Sunset Sailboat & Catamaran Receptions for up to 100 guests

Barefoot Beach Wedding and a Private Sunset Sail

Include an Afternoon Beach Wedding followed by a Private Sunset Sail


Barefoot Beach Wedding followed by a Private Sunset Sailboat Reception Prices

For up to 6 People - Only $1045.00
For up to 14 People - Only $2035.00
For up to 18 People - Only $2525.00
Includes tax, fees, & crew gratuity

Barefoot Beach Wedding Includes

Professional Wedding Officiant, Custom Ceremony, Choice of Wedding Vows
Filing of the Marriage License after the wedding by the officiant.
30 Minutes of Creative Wedding Photography before, during , & after the Ceremony
Approximately 75 edited images, delivered by E-Mail & downloaded directly to your computer.
Photo Release Form allowing you to make prints anywhere.
Wedding Planning & Consultations

Everything you need to know about your private sunset sailboat reception

Private Sunset Sail for up to 6 passengers after the wedding

Includes soft drinks & water 
Bring your own champagne, beer or wine
Two Hour Private Sunset Sail on a 41′ Island Trader, blue water cruising ketch

Private Sunset Sail for up to 14 passengers after the wedding

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

Two Hour Private Sunset Sail on a Catamaran

Private Sunset Sail for up to 18 passengers after the wedding

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

Wedding Add-on's Design your own Special Beach Wedding

2 Post Bamboo Arch, draped with Sheer White Fabric, with Island Decor
$254.00

2 Fresh Tropical Floral Pieces for the Sides of the Arch
$199.00

Aisle Way lined with Lanterns, Conch Shells, & Starfish
$149.00

Aisle Way sprinkled with Rose Petals
$59.00

Portable Bluetooth Speaker
 $50.00

White Ceremony Table 
For use with Sand Blending, Unity Candles, or Cake Cutting
$39.00

Extra half hour of photography
$149.00

Champagne Toast for two
$79.00

Add White Resin or Dark Bamboo Chairs 
for the comfort of your guests
$10.00 EACH

Wedding Planning & Consultations
(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 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.

Starfish Deluxe Wedding Package and a Private Sunset Sail

Includes an Afternoon Beach Wedding followed by a Private Sunset Sail

Only $3995.00 Includes tax, fees & crew gratuity

Starfish Deluxe Beach Wedding Includes

Professional Wedding Officiant, Custom Ceremony, Choice of Wedding Vows.
Filing of the Marriage License after the wedding by the officiant.
2 Post Bamboo Arch, with Sheer White Fabric, & Lanterns, & Starfish.
Aisle Way lined with Lanterns, Conch Shells, Starfish & Sprinkled with Rose Petals.
White Padded Chairs or Dark Bamboo Chairs for the comfort of your wedding guest.
4 Copper Lamp Stands
Portable Bluetooth Speaker.
On-site Wedding Coordinator.
One Hour of Creative Wedding Photography before, during & after the Ceremony.
Approximately 100 edited images, delivered by E-Mail & downloaded directly to your computer.
Photo Release Form allowing you to make prints anywhere.
Wedding Planning & Consultations

Everything you need to know about your private sunset sailboat reception

2 Hour Private Sunset Sail after the wedding.

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

Wedding Add-on's Design your own Special Beach Wedding

White Ceremony Table for use with Sand Blending, Unity Candles, 
Knot Tying, or Cake Cutting
$39.00
Switch to a 4 Post Bamboo Arch with Sheer White Fabric
$254.00
2 Fresh Tropical Floral Pieces for the Sides of the Bamboo Arch
$199.00
Hire a Steel Drummer or Solo Guitarist
$300.00

Wedding Planning & Consultations
(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 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.

Seashell Beach Wedding and a Private Sunset Sail

Includes an Afternoon Beach Wedding followed by a Private Sunset Sail

Only $4295.00 Includes tax, fees & crew gratuity

Seashell Beach Wedding Includes

Professional Wedding Officiant, Custom Ceremony, Choice of Wedding Vows
Filing of the Marriage License after the wedding by the officiant.
2 Post Bamboo Arch, with Sheer White Fabric, accented with Lanterns, Seashells, & Starfish.
Aisle Way lined with Lanterns, Conch Shells, Starfish & Sprinkled with Rose Petals.
White Padded Chairs or Dark Bamboo Chairs for the comfort of your wedding guest.
4 Copper Lamp Stands
Portable Bluetooth Speaker
On-site Wedding Coordinator
One Hour of Creative Wedding Photography before, during & after the Ceremony
Approximately 100 edited images, delivered by E-Mail & downloaded directly to your computer.
Photo Release Form allowing you to make prints anywhere.
Wedding Planning & Consultations

Everything you need to know about your private sunset sailboat reception

2 Hour Private Sunset Sail after the wedding.

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.

Wedding Add-on's Design your own Special Beach Wedding

Switch to a 4 Post Bamboo Arch with Sheer White Fabric
$254.00
2 Fresh Tropical Floral Pieces for the Sides of the Bamboo Arch
$199.00
Ceremony Table for use with Sand Blending, Unity Candles, 
Knot Tying, or Cake Cutting
$39.00
Hire a Steel Drummer or Solo Guitarist
$300.00

Wedding Planning & Consultations
(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 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 on Smathers Beach in Key West, Florida
followed by a Sunset Sail Reception on the Water

Includes an Afternoon Beach Wedding followed by a Private Sunset Sail

$6895.00 includes tax, fees, & crew gratuity

Sand Dollar Beach Wedding & Sunset Catamaran Sail Reception

Professional Wedding Officiant, Custom Ceremony, Choice of Wedding Vows
Filing of the Marriage License with the State of Florida after the wedding by the officiant.
4 Post Bamboo Arch, with Sheer White Fabric, accented with Lanterns, Sand Dollars, & Starfish.
Aisle Way lined with Lanterns, Conch Shells, Starfish & Sprinkled with Rose Petals.
4 Copper Lamp Stands.
White Padded Chairs or Dark Bamboo Chairs for the comfort of your wedding guest.
Portable Bluetooth Speaker
On-site Wedding Coordinator.
One Hour of Creative Wedding Photography before, during & after the Ceremony
Approximately 100 edited images, delivered by E-Mail & downloaded directly to your computer.
Photo Release Form allowing you to make prints anywhere.

Everything you need to know about your private sunset sailboat reception

Private Sunset Sail Reception for 2 Hours
Also includes professional DJ service to get the party started.

Include open bar with mixed well drinks, margaritas, champagne, draft beer, wine and soft drinks.
BBQ Meatballs •Jerk Chicken Sliders• Cheese & Crackers • Veggies with Ranch Dip • Pita Bread & Hummus •

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

You will have the best wedding reception in Key West on a state of the art 65-foot catamaran. Key West's newest catamaran is one amazing boat to have your reception on. This boat 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.

Wedding Add-on's Design your own Special Beach Wedding

2 Fresh Tropical Floral Pieces for the Sides of the Bamboo Arch
$199.00
Ceremony Table for use with Sand Blending, Unity Candles, 
Knot Tying, or Cake Cutting
$39.00
Hire a Steel Drummer or Solo Guitarist
$300.00

Wedding Planning & Consultations
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 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.

NEED MORE INFORMATION CONTACT US