It All Begins HereFlorida Keys!
🎉 Congratulations!
You’ve won a Florida Keys Sip & Sail experience for two, featuring a scenic sail with a gourmet breakfast and mimosas included. This laid-back cruise is a great way to enjoy the Keys from the water while taking in the views, fresh air, and relaxed island vibes.
This experience has been added as a special highlight to your quote and pairs perfectly with your stay.
Resort Options
Isla Bella Beach Resort & Spa | Marathon, Florida Keys
Dates:
Thu, September 10 – Mon, September 14, 2026
Guests:
2 Adults | 1 Room | 4 Nights
Room:
Oceanfront Room (655 sq ft)
Two queen beds with a private balcony or lanai, direct ocean views, outdoor living space, and a walk-in rainfall shower
Located on the 2nd or 3rd floor
Rate & Total Cost:
• Room total: $1,217.00
• Taxes and fees: $400.17
• Total stay: $1,617.17
Gone South Travel Amenities Included:
• Daily full breakfast for two (up to $50 per day, excluding tax and gratuity)
• $100 resort credit per stay
• Room upgrade on arrival, subject to availability
• Early check-in and late check-out when available
• Complimentary WiFi
Deposit:
$404.29 due at booking
Remaining Balance:
$1,212.88
Cancellation Policy:
Fully refundable until September 2, 2026
Cancellations within 7 days of arrival incur a one-night penalty (excluding tax and fees)
Hawks Cay Resort | Florida Keys
Dates: Mon, October 12 – Sun, October 18, 2026
Guests: 2 Adults | 1 Room | 6 Nights
Room: Hawks Cay Guestroom (376 sq ft)
Two Queen beds, sleeps up to 4, resort view. Non-smoking room with writing desk, USB ports, mini-refrigerator, coffee and tea maker, in-room safe, air conditioning, bathroom amenities, and complimentary high-speed Wi-Fi.
Rate & Total Cost:
• Nightly rates from $229.68
• Room total: $1,298.16
• Taxes and fees: $581.55
• Total stay: $1,879.71
My Perks Added:
• Daily breakfast for two
• $100 resort credit per stay
• Room upgrade on arrival, subject to availability
• Early check-in and late check-out when available
• Welcome amenity and welcome note
Deposit: $313.29 due at booking
Remaining Balance: $1,566.42
Cancellation Policy:
Fully refundable until October 8, 2026.
Cancellations within 3 days of arrival incur a one-night penalty (including tax and fees). Cancellation must be received by 4:00 pm local hotel time.
Winslow’s Bungalows | Key West
Dates: Mon, October 12 – Sun, October 18, 2026
Guests: 2 Adults | 1 Room | 6 Nights
Room: King Guestroom (240 sq ft)
One King bed with mini refrigerator, air conditioning, and Luxury Atelier Bloem bath amenities. Complimentary high-speed Wi-Fi. Pet-friendly. Non-smoking.
Rate & Total Cost:
• Nightly rates from $378.00
• Room total: $2,732.00
• Taxes and fees: $645.29
• Total stay: $3,377.29
My Perks Added:
• Late check-out at 2:00 pm, subject to availability
• $50 hotel credit per stay
• Upgrade to next room category on arrival, subject to availability
• Complimentary Wi-Fi on unlimited devices
• Handwritten personalized welcome card
• Bottled water and fresh fruit or snacks on arrival
• Turndown service
• VIP status added to guest profile
• No-walk policy
Deposit: $562.88 due at booking
Remaining Balance: $2,814.41
Cancellation Policy:
Fully refundable until October 4, 2026.
Cancellations within 7 days of arrival incur a one-night penalty (including tax and fees).
Key West Morning Snorkel Sail
with Mimosas and Gourmet Breakfast for two
About the Experience
Set sail from Key West aboard a spacious catamaran for a relaxed morning of snorkeling, sailing, and island views where the Atlantic Ocean meets the Gulf of Mexico. Enjoy a smooth cruise along the coastline with opportunities to spot dolphins, seabirds, and other marine life before stopping at a hand-selected snorkeling location based on the day’s conditions.
After snorkeling, unwind onboard with a gourmet breakfast featuring croissant sandwiches from local favorite Old Town Bakery, freshly brewed coffee from Cuban Coffee Queen, and mimosas included. With plenty of deck space to sunbathe or relax in the shade, this experience blends adventure and leisure for an unforgettable Keys morning.
The sail concludes with a scenic return to Key West, offering one last chance to take in the views and wildlife along the way.
Optional Vehicle Rental
From Key West Airport. This can be updated with another airport depending on where or if you fly.
Convertible Car Rental | Key West
Vehicle: Standard Convertible
Ford Mustang Convertible or similar
Seats up to 4 passengers with air conditioning and automatic transmission.
Rental Dates & Times:
Mon, October 12- Sun, October 18
Pick-Up & Drop-Off Location:
Key West International Airport (EYW)
Onsite counter and vehicle located inside the terminal
Operated by Enterprise Rental Company
What’s Included:
Unlimited mileage
Full-to-full fuel policy
Free cancellation
Pay at pick-up
Total Cost: $454
Includes all taxes and fees
Previously $474
Notes:
Valid driver’s license and credit card required. Drivers under 25 may be subject to an additional fee.
This price does not include insurance. Trip insurance can be purchased through Gone South Travel that will cover a rental car, otherwise insurance can be purchased through Enterprise.
