7 Day Key West Sailing Itinerary
- Key West, Florida - you will start your charter from the bustling town and make your way north. Overview
Key West, along with the lower Keys offers an exemplary sailing charter! The Keys, famous for their fishing, laid back life, and colorful houses, is the perfect place for you to charter during the winter months. The Keys are on the same latitude as the Bahamas, so you will experience similar weather conditions aka balmy, warm, great winds, and warm seas! The Keys offer private sailing, remote anchorages, uninhabited islands, and some of the best snorkeling and scuba diving in the world!Day 1: Key West
- Key West is famous for its pastel-colored houses.
Embarkation is generally between the hours of 1400 to 1700 where you will be given the yacht briefing, with your own skipper - or a hired skipper. On your first day, we suggest that you get settled in with your yacht, plan your itinerary with your skipper. If there is some time before sunset, you can sail out to one of the close by reefs for some snorkeling! Head out to town and embrace the American, come Bahamian culture, a laid back fish food feast awaits at one of the local restaurants!
Day 2: Key West > (option: Marquesas) or head straight to Newfound Harbour
- The Keys offer some of the best diving and snorkeling in the whole North American continent.
On your first day, you have the option to either head west to the uninhabited islands of the Marquesas and explore the locally named 'oasis' or you can head East up the Keys to Newfound Harbour for two days of snorkeling and diving.
Should you decide to head towards Newfound Harbour, make sure you stop off on the way and snorkel the well known Reef - there are some buoys you can tie off on. Exploring the Marquesas will leave you with memories of a lifetime. Uninhabited, untouched, natural beauty awaits. Pull up your grill and chuck on some fresh fish - what more could you want for your first day?!
Day 3: Marquesas > Newfound Harbor
- Green Turtle in Looe Key reef
Sail East and head towards the lower keys area. Stopping off in Looe’s Key is an absolute must! Looe's Key is a National Marine Sanctuary with fantastic snorkeling and diving opportunities. There is a famous diving/snorkeling reef from 1 to 80 feet with a great wall - perfect for those scuba enthusiasts!
Tie up to one of the mooring balls close by, anchoring is not permitted to protect the coral. After a few hours on the reef head for Newfound Harbor for your overnight stay. You have the choice to either anchor close to the Marina, or book a (rather expensive) berth for the evening. Explore the town and the fantastic restaurants close by!
Day 4: Newfound Harbor > Bahia Honda
- Areal shot of Bahia Honda
After your evening at Newfound Harbour, continue up towards one of the best spots in the keys the famous Bahia Honda State Park. You can either stay in Rodriguez Key or Tavernier Key. You can also spend the night at Pilot House Marina.
There are some stunning beaches here to explore - so pack your lunch and head for the beach! There are also some lovely walks to be done if you are feeling up for it! It can get humid during the summer, so best to explore in the winter months. Enjoy a lovely long evening, and watch the sunset over the keys. Perfection.
Day 5: Bahia Honda to Big Pine Key
- Bahia Honda has some of the best beaches in the whole keys area!
After your morning swim down on the white sand beaches of Bahia Honda, head to yet another nature rester - Big Pine Key for more swimming, exploring kayaking, and hiking. Fishing is huge in Big Pine Key, so make sure you head down to one of the locally ran restaurants to feast on the days catch! Island vibes are true and strong in this part of Florida, so sit back, relax put the phones away and enjoy the laid-back lifestyle.
Day 6: Big Pine key > Key West
- Oh Island life, don't ya just love it?!
Explore Big Pine Key in the morning before heading back to Key West. Have a leisurely sail towards the harbor stopping off on the way to have lunch either onboard or in a marina. There is usually a mandatory return of the yacht before 1800 on the day before disembarkation for a debrief/checkout out so make sure you allow for plenty of time to get back.
It's time to hit the town after your checkout! Key Wests boasts a vibrant island culture, with many restaurants and bars to chat through your weeks sailing! Fresh Fish, rum punches, BBQs line the streets - go on, treat yourself!
Day 7: Disembarkation Key West
- Key West Harbour.
Today marks the last day of your itinerary. Disembarkation is usually between 9am - 11am depending on your arrangements, head on into town, or we can arrange for your transfers back to the airport. Don't worry, we are here to provide you with another unforgettable charter in the future!
Astrea 42
- 4+2 Cabins (4 double 2 single) Bareboat Catamaran
- Length: 12.58 m
- Year: 2020
- Cabins: 6
- Berths: 12
- From $4968 to $12414 per week
BOATBOOKINGS SAYS:
"This new 2020 Astrea 42 is the perfect mid-size cat for sailing with friends and family out of Miami!"
Lagoon 40
- 3 Cabins Bareboat Catamaran
- Length: 11.89 m
- Year: 2020
- Cabins: 3
- Berths: 6
- From $3500 to $7700 per week
BOATBOOKINGS SAYS:
"Hop onboard this new 2020 Lagoon 40 and explore the Keys in style!"
Bali 4.5
- 4 + 2 cabins (4 double 2 single) Bareboat Catamaran
- Length: 13.6 m
- Year: 2018
- Cabins: 6
- Berths: 10
- From $6126 to $14622 per week
BOATBOOKINGS SAYS:
"Sail Biscayne Bay and the Florida Keys in comfort on this 2018 Bali 4.5!"
HAUMEA
- Fontaine Pajot MY37 Bareboat Power Catamaran
- Length: 11 m
- Year:
- Cabins: 3
- Berths: 6
- From $3456 to $7974 per week
BOATBOOKINGS SAYS:
"A comfortable and stylish power catamaran MY 37!"
VIVERE
- Azimut 116 Luxury Crewed Motor Yacht
- Length: 35.36 m
- Year: 2008
- Cabins: 5
- Berths: 10
- From $60000 to $65000 per week
BOATBOOKINGS SAYS:
"An elegant, athletic, modern and sexy luxury motor yacht to cruise the Florida Keys and the Bahamas this winter."
BONNIE T
- Rybovich Fishing Boat
- Length: 18.9 m
- Year: 2004
- Cabins: 3
- Berths: 6
- From $27300 to $27300 per week
BOATBOOKINGS SAYS:
"Youll have a bonnie time on expertly lead BONNIE T!"
PURPUS
- Bali 4.1 Crewed Catamaran
- Length: 12 m
- Year: 2020
- Cabins: 3
- Berths: 0
- From $17066 to $18550 per week
BOATBOOKINGS SAYS:
"Brand new to the fleet for winter 2022 and into 2023! Great space for 6 guests to explore the Keys!"
Bali 4.1
- 4 Cabins Bareboat Catamaran
- Length: 12.35 m
- Year: 2019
- Cabins: 3
- Berths: 7
- From $3750 to $8250 per week
BOATBOOKINGS SAYS:
"Experience the comfort of this 2019 Bali 4.1!"
Déjà Vu
- Fontaine Pajot 50 (2020) Luxury Crewed Catamaran
- Length: 15 m
- Year: 2020
- Cabins: 4
- Berths: 0
- From $26250 to $26250 per week
BOATBOOKINGS SAYS:
"Fishing, Sushi and the most welcoming Crew make this a stand-out charter on The Keys!"
GLEDE
- Princess UK 65 Luxury Crewed Motor Yacht
- Length: 19.81 m
- Year: 2018
- Cabins: 4
- Berths: 8
- From $51000 to $81000 per week
BOATBOOKINGS SAYS:
"Glide smoothly across the New England and Florida East Coast on GLEDE!"
SEA ERA
- Ferretti 870 Crewed Motor Yacht
- Length: 26 m
- Year: 2013
- Cabins: 4
- Berths: 8
- From $78000 to $78000 per week
11 charter yachts found: Currently displaying 1 to 11.
