Fall Sunshine and Key West Get-A-Way with KeysCaribbean Luxury Resorts Villas & Marinas

Fall Sunshine and Key West Get-A-Way with KeysCaribbean Luxury Resorts Villas & Marinas
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September – Fall Super Savings with “Spectacular Up To 50% OFF & Free Nights Specials” and Events in the Florida Keys!

September is the best time to visit the Florida Keys! Adventure activities and events are bountiful on every Island offering fun and excitement for everyone. We are also offering Spectacular Specials for Super Savings getaways! Plan ahead and SAVE!

All Fall Season we are offering our Up To 50% OFF vacation specials at all of our Florida Keys Resorts, as well as FREE NIGHTS. Bigger Savings to stretch your vacation budget while enjoying our Paradise. Limited availability and restriction apply.

Our exclusive KeysCaribbean Adventure Concierge services will ensure that you enjoy the best and most knowledgeable professionals offering guided kayak tours, diving & snorkeling, watersports, private fishing charters, eco friendly Adventures with Dolphin experiences, nature walks, personalized day trips, and much more. After a full day of fun, make sure to spend quality time relaxing in peaceful tranquility on your KeysCaribbean Luxury Resort Villas & Marinas private patio deck.

Be sure to check out our newest location, Coral Lagoon Villas! Just 90 miles south of Miami and 45 miles from Key West, Coral Lagoon Villas offers unique waterfront Villas. The luxury waterview homes form a vacation rental paradise where you’ll find endless sunshine, exceptional fishing and docks just steps from your own private porch. Only KeysCaribbean guests staying at Coral Lagoon Villas also will have daily membership at the private and exclusive Key Colony Cabana Beach Club, a Keys tradition since 1979. Located only 3 minutes by car, Key Colony Cabana Beach Club features a private sandy beach on the Atlantic Ocean, a 65-foot heated/cooled swimming pool, Jacuzzi spa, game room, swim lessons, shower & changing facilities, activities, and food and beverage services. Guests will also enjoy unprecedented access to the surrounding Gulf of Mexico & Atlantic Ocean, the renowned tropical reefs of the Marine Sanctuary, and the best fishing and diving in the world! Keep reading to find out more about events going on in the Florida Keys, this month’s specials and Adventure Concierge activities.The Longer You Stay In Paradise……..The More You Save!
RELAX & ENJOY

FREE NIGHTS – ALL FALL VACATIONS!or Enjoy 8 Days & 7 Nights FROM ONLY $999**

Enjoy Super savings of FREE NIGHT STAYS with limited special offers for a stay in our luxury Villas & Townhomes in Key Largo, Duck Key / Marathon, and Key West. Reservations Direct: 305.853.5000.

Marathon – Coral Lagoon Villas - Fall Special Includes FREE NIGHTS!

GETAWAY SPECIAL – FREE NIGHTS OFFEREnjoy a FREE NIGHT when you stay 2 nights or more

  • Get the 3rd night Free
  • Full Prepayment Required at the Time of Booking
  • Non Refundable, Non Changeable, Non Cancellable
  • Limited Availability and Restrictions Apply
  • May not be used with any other promotional rate or offers
  • Not valid with existing reservations

Enjoy Our GETAWAY value package with exceptional savings!
Book Online at www.KeysCaribbean.com

Key Largo/Islamorada Area – Historic Tavernier Inn Hotel
Fall Special Includes FREE NIGHTS!
GETAWAY SPECIAL – FREE NIGHTS OFFER3rd Night FREE

Great Savings off regular hotel rates with this great Florida Keys vacation package:

  • Get  3rd night FREE
  • Non Refundable, Non Changeable, Non Cancellable
  • Requires Full Payment at the time of booking
  • Limited Availability and Restrictions Apply
  • May not be valid during special event periods and holidays
  • May not be used with any other promotional rate or offers
  • Not valid with existing reservations

Enjoy Our GETAWAY value package with exceptional savings!
Book Online at www.KeysCaribbean.com

Marathon – Indigo Reef - Fall Special Includes FREE NIGHTS!
GETAWAY SPECIAL – FREE NIGHTS OFFEREnjoy 2 FREE NIGHTS during every weekly stay

Great Savings off regular rental rates with this great Florida Keys vacation package:

  • Get every 6th & 7th Night Free
  • Full Prepayment Required at the Time of Booking
  • Non Refundable, Non Changeable, Non Cancellable
  • Limited Availability and Restrictions Apply
  • May not be valid during special event periods and holidays
  • May not be used with any other promotional rate or offers
  • Not valid with Existing Reservations

Enjoy Our GETAWAY value package with exceptional savings!
Book Online at www.KeysCaribbean.com

Duck Key – Village at Hawks Cay Villas & Marina - Fall Special Includes FREE NIGHTS!
GETAWAY SPECIAL – FREE NIGHTS OFFER4TH NIGHT FREE

Great Savings off regular rental rates with this great Florida Keys vacation package:

  • Get 4th night FREE
  • Non Refundable, Non Changeable, Non Cancellable
  • Requires Full Payment at the time of booking
  • Limited Availability and Restrictions Apply
  • May not be valid during special event periods and holidays
  • May not be used with any other promotional rate or offers
  • Not valid with Existing Reservations

Enjoy Our GETAWAY value package with exceptional savings!
Book Online at www.KeysCaribbean.com

Key Largo – Mariner’s Resort Villas & Marina – Fall Special Includes FREE NIGHTS!
GETAWAY SPECIAL – FREE NIGHTS OFFER 4th NIGHT FREE

Great Savings off regular rental rates with this great Florida Keys vacation package:

  • Get 4th Night Free
  • Non Refundable, Non Changeable, Non Cancellable
  • Limited Availability and Restrictions Apply
  • Full Prepayment Required at Time of Booking
  • May not be valid during special event periods and holidays
  • May not be used with any other promotional rate or offers
  • Not valid with existing reservations

Enjoy Our GETAWAY value package with exceptional savings!
Book Online at www.KeysCaribbean.com

Key West – Ambrosia Bed & Breakfast - FallSpecials!
GETAWAY SPECIAL

Fantastic Winter Savings at this intimate Bed & Breakfast

Pets Welcome
  • Limited Availability and Restrictions Apply
  • Full Prepayment Required at Time of Booking
  • Non Refundable, Non Changeable, Non Cancellable
  • May not be valid during special event periods and holidays
  • May not be used with any other promotional rate or offers
  • Not valid with existing reservations

Enjoy Our GETAWAY value package with exceptional savings!
Book Online at www.KeysCaribbean.com

Adventures Activities SpotlightDiving & Snorkeling – Living Coral Reef
The Florida Keys are a true diver’s and snorkeler’s paradise. With the only living coral barrier reef in the continental United States stretching alongside the length of The Florida Keys (located just five miles offshore) diving and snorkeling is some of the most diverse in the world, attracting novice and expert divers from across the globe. Put yourself in the most magnificent aquarium in the world, the Atlantic Ocean.
For more information Click Here.
Sightseeing/Attractions – Check Out Dolphin Adventures
A marine education and dolphin swim facility. Swim with dolphins in the natural lagoon open to the Florida Bay. Dolphin swims are available to the public throughout the year.
For more information Click Here.
Fishing – Private Charter
One of the best kept secrets in the Keys is that the fishing is great during the month of September. The yellow tail snapper, grouper, grey snapper, and mutton snapper are the targeted species. Also, the offshore fishing is still great. Some of my best catches for dolphin and Wahoo have been in October.

The reason that I enjoy September’s Value Season so much is that all the best fishing spots have little boat traffic, if any. This means that you can get your boat in the best position to have some of the greatest catches of the year. If you’re fishing offshore you may not see another boat all day. Also, the Marathon Hump, which is usually crowded during the season, is very easy to fish. The tuna will practically jump into your boat, when there is very little boat traffic at the hump. The best technique is fast tolling with 1/4 oz. red and black feathers this time of the year.

Now is the time to let us help you locate the professional charter service so that you will have an “Experience of a Lifetime”. There is nothing like local fishing knowledge when it comes to catching fish For the best adventure, use the local knowledge, boats, and captains.

For the best adventure, use the local knowledge, boats, and captains.

For more information Click Here.

Highlights of Florida Keys  Fall Specials

FREE High Speed Internet & FREE Unlimited Local & Long Distance Calling at all Village at Hawks Cay Villas. All Villas Reduced for Fall Rentals Include Memberships to Cabana Beach Club
Click here to read more.

FREE High Speed Internet & FREE Unlimited Local & Long Distance Calling at all Village at Hawks Cay Villas. All Villas Reduced for Summer Rentals.
Click here to read more.

Book Now with No Deposit Required- Reserve your favorite location at least 30 days in advance and take advantage of the No Deposit Requirement.
Click here to read more.

Eco Kayaking in the Florida Keys – A special Adventure you will not want to miss experiencing. Calm waters and clear visibility along the mangroves teaming with sea life. Paddle to an uninhabited island for bird watching and relaxation.
Click here to read more.

Key West & Save $$$ – Ambrosia Bed & Breakfast, just 2 blocks from Duval Street, offering special rates that will keep you in Key West all week long in style!
Click here to read more.

KeysCaribbean Luxury Resort Villas & Marinas offers privately owned luxury resort Villas & Townhomes that are perfect for a short refreshing getaway or week long stays. We have Resort locations from Key Largo to Key West that are perfect for family gatherings, corporate retreats and incentives, weddings, or a romantic getaway.

KeysCaribbean Luxury Resort Villas & Marinas is pleased to offer our Best Rate Guarantee, insuring that you will find the best rental rates on our Website: with the knowledge that no other Website will offer a lower rate for our privately owned luxury Villas.

There are so many Florida Keys Adventure Activities to enjoy in September through November. The fishing is spectacular and the concert halls are filled with musical events, “Keys” style. Florida Keys fishing tournaments abound and fun festival events are in full swing for the Summer from Key Largo – Duck Key – Marathon – Key West!

September Events

Key West
September 3 – 8

Womenfest Key West

Womenfest offers a wide range of activities guaranteed to appeal to a broad range of interests. Golfing with palm trees and iguanas, clothing-optional pool parties, a sizzling dance club scene, and women-only water excursions that range from jet skis to dolphin watching all promise to pique the interest of the more adventurous while film, live music, and special comedy shows offer the opportunity to enjoy paradise at a slower pace. All of this on a tropical island that is close to perfect and far from normal!

The Florida Keys
September 19 – 22

41st Annual Phil Peterson’s Key West Poker Run

It’s an All-American event as motorcycle enthusiasts from around the U.S. travel the Keys’ scenic Overseas Highway – designated Florida’s only All-American Road – from mainland Florida to Key West to raise money for charity. Winner takes all, and can win a new Harley-Davidson Motorcycle or cash. Stops are arranged throughout the Keys with a final celebration in Key West. New this year: Poker Run stops are to be open for riders starting Thursday, Sept. 19 through Sunday, Sept. 22; more Keys-wide events to be planned for the entire week; cash prize to the person wearing the oldest official Phil Peterson’s Poker Run T-shirt.

Marathon
September 19 – 22

Marathon International Bonefish Tournament

For more than 50 years, this challenge awards individual and team champions scoring the largest bonefish and permit, the top anglers in fly and grand slam divisions (for the top spin or fly angler who releases the largest bonefish, permit and tarpon “slam”), as well as the tongue-in-cheek “wet pants” champion titles for anglers wading from shore.

the Florida Keys
September 25 – 29

Florida Keys Birding & Wildlife Festival

The peak of the fall birding season, this event includes an opening reception, dinner, presentations, Keys-wide field trips focusing on education and conservation as they relate to Keys birds and wildlife, nature photography, hikes, kayak excursions and a family-fun environmental fair.

Islamorada
September 28

NEW DATE: Conch Scramble On-the-Water Golf Tournament

Join an on-the-water wacky charity golf tournament that brings together four-person teams to enjoy a game of nine holes by boat, to “drive” biodegradable golf balls toward floating greens – without any sand traps. A kick-off party and team registration is to be held Friday, Sept. 27. A live or silent auction as well as a 50/50 cash raffle also are planned. Teams tee off Saturday with shotgun start at 9 a.m. 

October Events

Islamorada
October 1 – 3
Women’s Fall Fly Classic

The Women’s Fly Series includes both spring and fall angling challenges. Tournament rules mandate that the angler/guide team with the most species released earns the grand champion award. Species targeted are bonefish, redfish, snook and tarpon

Key West
October 10 – 13

SoMo Marathon & Half Marathon

Presented by Pat Croce’s Rum Barrel, this event is one of a kind! Imagine running through the southernmost island in the United States while enjoying a break from the ordinary. The Southernmost Marathon & Half promises just that- 26.2 or 13.1 miles of ocean and gulf views, as well as iconic Key West landmarks. A full weekend of events include the race and a Sunday Paddle Board race for the Special Olympics of Monroe County

Islamorada
October 13 – 16

Bonefishing World Championship/ Islamorada All-Tackle BonefishI

Dubbed the “Fall All-Tackle,” the three-day challenge attracts energized newcomers to face seasoned veterans, in a competitive format since 1970. One angler per boat pairs with a licensed captain to vie for division winners’ trophies. Field is limited to 25 participants.

Key West
October 18 – 19

Goombay Festival

Held in Key West’s historic Bahama Village neighborhood, the lively Goombay is known for its island-style food, arts and crafts, nonstop live entertainment and dancing in the streets.

Key West
October 18 – 27

34th Annual Fantasy Fest

This outrageous 10-day costuming and masking celebration, themed “Superheroes, Villains … and Beyond!” features flamboyant costume competitions including one for pets, promenades, street fairs and a grand parade that stars marching groups, island bands and lavish floats. More than 40 masquerade contests, themed parties, parades and other spectacles are to challenge the creativity of mask and costume designers.

Marathon
October 19

Third Annual Stone Crab Eating Contest

The much-anticipated opening of Florida’s stone crab season takes place Oct. 15 each year, and the season opening is followed by this tasty test of crab-consuming capacity. How fast can you crack and cleanly consume 25 stone crab claws? Test your munching mettle at this zany contest. Register by 12 p.m., contest starts at 1 p.m., entry fee is $25 per contestant, and individuals must be at least 18 years old to enter. Interested eaters are encouraged to register early.

Key Largo
October 31 – November 1

The Rocky Horror Show

Let’s Do The Time Warp Again … at The Murray E. Nelson Government and Cultural Center! Located at mile marker 102 bayside. Ginsberg Productions is a non-profit, community based, theatrical organization.

November Events
Key West
November 3 – 10
Key West World Championship RaceHigh-speed offshore powerboats race in Key West Harbor and surrounding waters to continue Key West’s longstanding tradition in this 31st annual challenge, known internationally as the Indianapolis 500 of powerboat racing. A portion of the 6.5-mile course runs through Key West Harbor, meaning smooth water where racers can achieve speeds above 140 mph and provide fans breathtaking displays of skill and power.

Key Largo
November 8 – 9Fifth Annual Key Largo Bridge Run

The out-and-back foot race crosses the 65-foot-high, 1.25-mile-long Jewfish Creek Bridge and the southern portion of the 18-Mile Stretch, a segment of U.S. Highway 1 between Florida City and Key Largo that was recently completed after $330 million in improvements. The 10k event in addition to a half marathon and 5k run/walk is open to all ages, and is held in conjunction with a health & fitness expo each year.

Key West
November 13 – 17
Second Annual Key West Film Festival



Showcasing films that exhibit excellence in storytelling, the festival’s lineup is to feature screenings and special events hosted at landmark venues throughout Key West, including the Tropic Cinema and San Carlos Institute. The four-day program is to include several films from multiple genres and categories as well as social events with filmmakers, actors.

Key West
November 21 – 24

Second Annual Chalkfest
Artists from across Florida will take their craft to the streets of Key West. Presented by the Key West Art In Public Places Board. Each day from 10 a.m. to 6 p.m. both local and visiting artists will use the promenade alongside the seawall at the Truman Waterfront as their canvas for intricate and colorful chalk art creations. A Key West pet friendly eventand film lovers.
Islamorada
November 21
Morada Way Arts & Cultural District presents: Third Thursday Art Walk

Showcasing the fine arts, music and culinary nuances of the Purple Isles, the Morada Way Arts & Cultural District features national and local artisans who are showcased in galleries at Morada Way between mile marker 81 and 82 – formerly named Industrial Road – as well as “culinary art” and live music from 6-9 p.m. In addition to individual artists, participating galleries include the Redbone Gallery, Gallery Morada, Pasta Pantaleo Signature Gallery and Bluewater Potters. Free admission. Art Walk is held the third Thursday of each month.

Key West
November 27 – December 31
Key West “Bight’ Before Christmas” Holiday Celebration

Live holiday music, games for the kids, holiday cheer and a chance for photos with Santa highlight this event along the historic harbor walk linking colorful seaport restaurants, bars and businesses at the Key West Bight. Created as a gift to the community, the gala is produced by the Key West Bight Preservation Association and tenants of the Key West Bight.
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