• ***From 1st of January 2025 we are running a 2 Day 2 Night itinerary, please see tour code 1103***
• A REAL adventure SAILING experience around the Whitsunday Islands 
• You’ll find many to choose from, yet the world famous azure shores of Whitehaven on Whitsunday Island prove a heartfelt favourite, along with the phenomenal colour and marine life seen while snorkelling on the Great Barrier Reef.
• Small group liveaboard, maximum capacity varies from 18 to 30 guests.
• Visit Whitehaven Beach, Hill Inlet lookout, up to 4 snorkelling locations, bush walks and watch amazing sunsets while relaxing with your new mates.
• Extra delicious meals and fun and experienced crew!

Join us on a 3 day 2 night sailing adventure. Departing from Airlie Beach we specialise in small groups and visit up to 4 snorkelling locations around the Whitsundays.

What to Expect

Airlie Beach Overnight Whitsundays Sailing Adventure

Join us for a 3-day, 2-night sailing adventure departing from Airlie Beach to cruise the Great Barrier Reef. This overnight sailing tour is perfect for small groups and visits up to four snorkelling locations in the Whitsundays. Experience the best destinations the Whitsunday Islands have to offer, including snorkelling, bushwalking, and sailing.

Features and Highlights

Sailing and Snorkelling

• Sailing Experience: Enjoy real adventure sailing and match racing with other Prosail boats.
• Snorkelling Locations: Visit up to four snorkelling sites, including Blue Pearl Bay, Cockatoo Point, Black Island, Langford Reef, and more.
• Bushwalking: Explore the North and South ends of Whitehaven Beach, visit two different lookouts (Hill Inlet Lookout and South Whitehaven Lookout), and embark on up to two bushwalks ranging from 20 minutes to three hours.

Iconic Whitsundays Sailing Destinations

• Whitehaven Beach: Spend up to five hours at Whitehaven Beach and visit Hill Inlet Lookout for spectacular views and photo opportunities.
• Great Barrier Reef: Snorkel the magnificent fringing reef around the Islands, part of the Great Barrier Reef Marine Park.

Evening Activities

• Sunset Beach Hangs: Relax at Langford Island Sand Spit, Scrubhen Beach, or Chalkie's Beach.
• Socialising: Chill on deck with the crew and fellow passengers, enjoy a few drinks, stargaze, and let the calm water gently rock you to sleep.

Comfortable Overnight Yacht Accommodations

Stay in dormitory-style cabins below deck. Share your Whitsundays sailing tour with other like-minded adventurers on a professionally managed sailing holiday on the Great Barrier Reef.

Diverse Activities

Enjoy mouth-watering meals and snacks while on a snorkelling safari through world-famous coral reefs such as Hook, Hayman Island, Langford Reef, and Mantaray Bay. Trek to the famed Hill Inlet peaks and the pure white shores of Whitehaven Beach. Experience lush rainforests, azure bays, pristine beaches, and rare wildlife that make these islands dazzling.

Evening Relaxation

At night, watch the sun set over the Whitsundays, stargaze, and chat with new friends about your Great Barrier Reef sailing holiday highlights. Let the calm waters gently rock you to sleep.

Sample 3 Day 2 Night Sailing Whitsundays Itinerary

There is no set itinerary for this 3 day 2 night Whitsundays sailing tour. Each trip is planned around the weather conditions, tides, and group desires. Below is a list of possible activities and destinations:

• Sailing and Match Racing: Between Prosail maxi yachts.
• Snorkelling Sites: Up to four snorkelling sites, chosen based on weather and tides.
• Bushwalks: Up to two bushwalks from a range of locations.
• Sunset Beach Hangs: At Langford Island Sand Spit, Scrubhen Beach, or Chalkie's Beach.

Check-In

• Meeting Point: Coral Sea Marina, Airlie Beach (southern end).
• Check-In Time: 9:30am (30 minutes before departure).
• Departure Time: 10:00am.

Inexperienced Swimmers/Snorkellers

We supply additional flotation devices if needed. A risk assessment is conducted before entering the water, and a small tender will be close by. Staff are on lookout duty, and reefs are off the beaches. See all non-swimmer reef tours in the Whitsundays. 

Large Luggage

Large bags and suitcases cannot be taken on board. Storage services are available at most accommodation locations or at the Red Cat Adventures office in Airlie Beach for a small fee.

Whitsundays Sailing Holiday Highlights

• Adventure Sailing: Real adventure sailing and match racing with other Prosail boats.
• Whitehaven Beach: Spend up to five hours at Whitehaven Beach and visit Hill Inlet Lookout.
• Snorkelling: Visit up to four snorkelling locations to explore the magnificent fringing reef.
• Bushwalks: Enjoy bushwalks and hikes with stunning views.
• Delicious Meals: Standout meals made by the crew.
• Comfort: Extra comforts like rain and sunshades, hammocks, hot showers, USB charging stations, and thicker snorkel/swimming suits in cooler months.
• Sustainability: One of the most sustainable and environmentally friendly ways to explore the Whitsunday Islands.

Private Liveaboard Sail Boat Charter Tours

Hire the entire boat for a private charter, perfect for groups. Private charters can range from 2-day, 1-night trips to 7-day, 6-night trips. Minimum number of guests is 15.

Whitsundays Charter Boat Options

• 3 Day, 2 Night: 10:00am to 3:00pm.
• 3 Day, 3 Night: 2:00pm to 11:00am.
• 4 Day, 3 Night: 10:00am to 3:00pm.
• 4 Day, 4 Night: 2:00pm to 11:00am.
• 5 Day, 4 Night: 10:00am to 3:00pm.
• 5 Day, 5 Night: 2:00pm to 11:00am.
• 6 Day, 5 Night: 10:00am to 3:00pm.
• 6 Day, 6 Night: 2:00pm to 11:00am.
• 7 Day, 6 Night: 10:00am to 3:00pm.

Sample Sailing Itinerary for 4+ Day Charters

• Sailing: Lots of sailing with time to explore and immerse yourself in the beauty of the Whitsundays.
• Snorkelling: Up to six snorkel sites.
• Outer Reef Visit: Snorkel the outer reef.
• Whitehaven Beach: Explore both North and South ends, visit Hill Inlet and South Whitehaven Lookout.
• Bushwalks: Multiple bushwalk locations.

Sunset Beach Hangs: Enjoy the sunsets on various beaches.

See all overnight Great Barrier Reef tours from Airlie Beach and Hamilton Island.

See all Great Barrier Reef tours in the Whitsundays. 

Sample Itinerary

There is no set itinerary for this tour. Each trip will be planned around the weather conditions, tides and the groups desires. Below is a list of what we could offer and where we could go. Please note that we will always visit Whitehaven Beach, Hill Inlet Lookout, multiple snorkelling locations, bush-walk and of course do some sailing!

Sailing and match-racing between the Prosail maxi yachts

Up to 4 snorkel sites – we choose the best site and timings based on the weather and tides out of the following locations: Blue Pearl Bay – Cockatoo Point – Black Island – Langford Reef – Caves Cove – Butterfly Bay – Luncheon Bay – Manta Ray Bay – Mackerel Bay -Peters Bay – Saba Bay – Cateran Bay

Explore the North and possibly the South end of Whitehaven Beach, visiting two different lookouts (Hill Inlet Lookout & South Whitehaven Lookout)

Up to 2 bush-walks that range from 20 minutes to 3 hours from the following: The Cairn, Whitsunday Island – Whitsunday Peak, Whitsunday Island – Border Island – Chance Bay to South Whitehaven, Whitsunday Island – Chalkie’s Lookout, Haslewood Island – Hill Inlet Lookout, Whitsunday Island – Nara Inlet Trail, Hook Island – Hayman Island Track – Passage Peak, Hamilton Island – South Molle Island

Sunset beach hangs at 1 or 2 of the following: Langford Island Sand Spit – Scrubhen Beach, Hook Island – Chalkie’s Beach, Haslewood Island

In the evenings, chill on deck with our crew and your new mates, have a few drinks, stargaze and then let the calm water gently rock you to sleep.

This tour departs Coral Sea Marina, Airlie Beach at 10am and returns on the last day at approximately 3:30pm. Straight after your tour, keep the adventure alive and meet your crew and fellow passengers for a catch up at the after-party in Airlie Beach – we have a reserved table, drink discounts and meal deals!

Sample Menu

Breakfast

Day 2: Bacon & eggs! Plus cereals, yoghurt, fruit salad & bread with a selection of spreads, all served with tea & coffee.

Day 3: Pancakes! Plus cereals, yoghurt, fruit salad & bread with a selection of spreads, all served with tea & coffee’

Morning Snack

Day 1: Fresh fruit platter

Day 2 & 3: Tea, coffee & hot choclate served with fresh fruit & muffins or lamingtons

Lunch

Day 1: Bread rolls served with deli ham, cheese, and a selection of salad

Day 2: Chicken skewers served with a potato salad, Greek salad and stone-baked bread

Day 3: BBQ burgers served with bread rolls, cheese and a selection of salad

Afternoon snacks

Day 1: Platter with cheese, crudités, crackers & dips

Day 2: Cheesy nachos served with salsa, sour cream and sweet chilli

Day 3: Fruit platter

Dinner

Day 1: Roast chicken and stuffing served with creamy mashed potato, steamed vegetables, gravy and stone-baked bread

Day 2: Beef burritos – Build your own with tortillas, salad, sour cream, cheese and guacamole

Dessert

Day 1: Tea, coffee & hot chocolate served with chocolate fudge brownie

Day 2: Tea, coffee & hot chocolate with cheesecake

*We cater for most diet requirements at no extra cost. Please note that there is limited diet alternatives to our desserts (which include gluten and dairy). Please note that this menu is subject to change.

Check In

Check In / Meeting Point

All passengers are required to reconfirm their trip (via email or phone) and complete the online waiver at least 48 hours prior to departure. 

Meeting point for departure is at Coral Sea Marina, Airlie Beach (southern end)  

Please meet at 9:30am (30 minutes before your departure time of 10am) @ Coral Sea Marina, Southern End, MEETING POINT C, under the white umbrellas next to Whitsunday JetSki Tours.   

FAQs

What to Pack
Please pack in a soft small bag (no suitcases or bags with wheels please).  We suggest swimmers, towel(s), sunscreen, lip balm, sunglasses, hat, spray jacket, sweater (in the cooler months), sandals/joggers/thongs for island walk, toiletries, and any prescribed medicines.  There are no shops around the islands, so please pick up important items or treats before arriving at the marina.

Drinks
These vessels are BYO vessels, this means you are able to bring your own alcohol onto the tour (no glass or red wine please). Filtered drinking water is included throughout your tour so please bring a bottle to refill as much as you like (and save on bottled water waste). We do have soft drinks available for purchase on board. The crew will keep a tab and you can pay at the end of your tour.

Inexperienced Swimmers/Snorkellers
Don’t worry, we supply additional floatation if required.  We will do a risk assessment on every guest before entering the water.  While in the water the small tender will be relatively close by.  We also have staff on look-out duty.  In the Whitsundays, the reefs we visit are off the beaches, so it is pretty easy to make way to the beach.

Large Luggage

Large bags and suitcases cannot be taken on-board. Storage services are available at most accommodation locations or at the Red Cat Adventures office in the main street of Airlie Beach for a small fee 

Highlights

Experience real adventure sailing and match race with other Prosail boats

Spend up to 5 hours at Whitehaven Beach & visit Hill Inlet Lookout

Visit up to 4 snorkelling locations to check out the magnificent fringing reef around the Islands (all part of the Great Barrier Reef Marine Park)

Enjoy bushwalks and hikes (with lookouts and stunning views)

Enjoy standout delicious meals made by the crew who are fun, experienced and welcome you into the Prosail family.

Extra comforts like rain & sun shades, hammocks, hot showers, USB charging stations, thicker snorkel/swimming suits in the cooler months

One of the most sustainable and environmentally friendly ways to explore the Whitsunday Islands!

Private Liveaboard Charter

You and your friends can also hire the entire boat, and for larger groups we can combined our three ex-racing maxi yacht.

With a private charter you can stay onboard for as long or as little as you want.

Our private charters start from a 2 day 1 night trip and can go up to 7 day 6 night trip.

Choose the option that suit you best.

CHARTER LENGTH

• 3 DAY 2 NIGHT - 10.00am to 3.00pm
• 3 DAY 3 NIGHT - 2.00pm to 11.00am
• 4 DAY 3 NIGHT - 10.00am to 3.00pm
• 4 DAY 4 NIGHT - 2.00pm to 11.00am
• 5 DAY 4 NIGHT - 10.00am to 3.00pm
• 5 DAY 5 NIGHT - 2.00pm to 11.00am
• 6 DAY 5 NIGHT - 10.00am to 3.00pm
• 6 DAY 6 NIGHT - 2.00pm to 11.00am
• 7 DAY 6 NIGHT - 10.00am to 3.00pm

Minimum number of guests on a private charter is 15.

Sample Itinerary

How do you feel about crystal clear turquoise waters, white sandy beaches, sunsets on sand spits, jungle hikes to epic views, strangers that become family, and an underwater haven full of over 1500 species of fish, sea turtles, and colourful corals?
We thought we might have you there. One of the best parts about a trip with Prosail is we have the luxury of time on our side. We don't like rushing. So everywhere we go you can properly explore and immerse yourself into the beauty that is the Whitsundays.
Our collaborations are 100% customisable dependent on what you want for your group, the length of your trip, the weather conditions and the tides.

Here's an example of what we can include on 4+ day charters:

• Lots of sailing (praying we have a little wind)
• Up to 6 snorkel sites - we choose the best site and timings based on the weather and tides.
• Outer reef visit and snorkel
• Explore both the North and the South end of Whitehaven Beach, visit Hill Inlet & South Whitehaven Lookout and enjoy all 7km of silica sands
• Multiple bush-walk locations ranging from 20 minutes to 3 hours
• Indigenous Caves site
• Sunset beach hangs
• Anything else your heart desires (...within reason)

Our live aboard trips are one of the most environmentally friendly and sustainable ways of exploring the islands. Plus, there's nothing quite like sitting back with the sun on your face and the wind in your hair, being powered by nothing but nature.

The Food

The below is our base example menu (included)

We can cater for most diet requirements - please inform us of any diet requirements at time of booking.
**Please note that this menu example is for a 4 day & 3 night charter. There are restricted diet alternatives to the desserts (which include dairy & gluten) and this menu may change due to availability of ingredients & length of charter.

Day 1
Morning Snack - Fresh fruit platter
Lunch - Bread rolls served with deli ham, cheese, and a selection of salad
Afternoon Snack - Sunset platter with cheese, crudités, crackers & dips
Dinner - Roast chicken and stuffing served with creamy mashed potato, steamed vegetables, gravy and stonebaked bread
Evening - Tea, coffee & hot chocolate served with chocolate fudge brownie
Day 2
Breakfast - Selection of cereals, yoghurt, fruit salad & bread with a selection of spreads, all served with tea & coffee
Morning Snack - Tea, coffee & hot chocolate served with fresh fruit & muffins
Lunch - BBQ burgers served with bread rolls, cheese and a selection of salad
Afternoon Snack - Cheesy nachos served with salsa, sour cream and sweet chilli
Dinner - Beef burritos – Build your own with tortillas, salad, sour cream, cheese and guacamole
Evening - Tea, coffee & hot chocolate with cheesecake
Day 3
Breakfast – Pancakes, selection of cereals, yoghurt, fruit salad, all served with tea & coffee
Morning Snack - Tea, coffee & hot chocolate served with fresh fruit & lamingtons
Lunch – Marinated BBQ chicken served with potato salad, greek salad and stone-baked bread
Afternoon Snack – Sunset platter with cheese, crudites, crackers & dip
Dinner – Fish & vegetable curry with rice and stonebaked bread
Evening - Tea, coffee & hot chocolate served with apple pie and custard
Day 4
Breakfast - Hot breakfast – Bacon & scrambled eggs with stone-baked bread served with tea & coffee (Selection of cereals and fresh fruit also available)
Morning Snack - Tea, coffee & hot chocolate served with fresh fruit & banana bread
Lunch – Thai chicken noodle salad with slaw

Base Inclusions:

• Full private use of an ex-racing maxi sailing yacht, commercial transfer tender and full crew (a skipper and two deckhands/hosts)
• Daily breakfast, morning tea, lunch, afternoon snacks, dinner & dessert while on the charter (based on example menu previous)
• Tea, coffee, hot chocolate & filtered water (BYO alcohol & other beverages)
• Snorkelling equipment (mask, snorkel, floatation & suit)
• Hammocks
• Fully customised and tailored charter to suit your brand & demographic (length, activities, experience focus)
• Comfy bed, pillow, bed linen and bath towels
• Yoga mats (can also be used to sleep on deck)
• All Marine Park fees

notes:

• Small lightweight bags – no suitcases please. We can store your extra luggage for a small fee if needed.
• Enough clothes for the duration of your charter, comfortable footwear for bushwalks, swimwear, towel(s), hat, sunscreen, drink bottle (we have a filtered water tap on each boat), insect repellent, something warm (for the winter months) and a light jacket can come in handy (even in the summer months).
• Bring Your Own (BYO) alcohol, drinks & mixers – no glass beer or premix bottles OR red wine please! We have big eskies with ice to store your drinks in.
• Camera, GoPro, phone (mainly just for photos as you won't get much reception out there).
• We provide snorkelling equipment (mask, snorkel & suit) however, feel free to bring your own if you prefer. To protect the reef we do not provide fins, however, please feel free to bring your own if you are experienced in the water using fins.
• And don't forget your sense of adventure!

Tour Languages Offered

• English

Departs From

Airlie Beach

Departure Time

• Departs Coral Sea Marina, Airlie Beach at 10am. Returns to the same location on the third day at approximately 3:30pm.
• Meeting point for departure is at Coral Sea Marina, Airlie Beach (southern end)
• Please meet at 9:30am (30 minutes before your departure time of 10am) @ Coral Sea Marina, Southern End, MEETING POINT C, under the white umbrellas next to Whitsunday JetSki Tours.

Departure Instructions

Guests are asked to re-confirm their travel 48 hours before departure.

Destinations

• Hill Inlet
• Whitehaven Beach
• Whitsunday Island
• Hill Inlet Lookout

Months of Operation

January - December

Days of Operation

Monday - Saturday

Departs Mon to Sat

Duration

3 Day 2 Night

Fitness Level Required

Low, Medium

Additional Information

• Cruise is predominately suited to 18-35 year olds
• Departures and itineraries are subject to weather conditions. Since this is an extremely popular tour, groups of over 6 guests are recommended to book 3-6 months in advance.
• There is no set itinerary for this tour. Each trip will be planned around the weather conditions, tides and the groups desires.
• Please advise tour operator of any food allergies upon booking. We cater for most diet requirements - vegetarian, vegan, lactose free and gluten free. Please chat to our office if diet requirements differ from these. Please note that there is limited alternatives to our desserts (which include gluten and dairy)
• Don’t worry, we supply additional floatation if required. We will do a risk assessment on every guest before entering the water. While in the water the small tender will be relatively close by. We also have staff on look-out duty. In the Whitsundays, the reefs we visit are off the beaches, so it is pretty easy to make way to the beach.
• Drinks: our vessels are BYO, this means you are able to bring your own alcohol onto the tour (no glass or red wine please). Filtered drinking water is included throughout your tour so please bring a bottle to refill as much as you like (and save on bottled water waste). We do have soft drinks available for purchase on board. The crew will keep a tab and you can pay at the end of your tour.
• All guests must be able to move freely about a boat unassisted.
• Accommodation on all Prosail vessels is made up of single and double beds in open shared dorm style cabins/sections below deck. From April-September our maximum capacity is normally 18-20 guests allowing guests to have their own bed (whether it be a single or a double). During peak season (October-March) our capacity can reach higher numbers of up to 23-30 (depending on the boat) with sharing of double beds.

Eco Certifications

• Please pack in a soft small bag (no suitcases or bags with wheels please). We suggest swimmers, towel(s), sunscreen, lip balm, sunglasses, hat, spray jacket, sweater (in the cooler months), sandals/joggers/thongs for island walk, toiletries, and any prescribed medicines. There are no shops around the islands, so please pick up important items or treats before arriving at the marina.
• Large Luggage: Large bags and suitcases cannot be taken on-board. Storage services are available at most accommodation locations or at the Red Cat Adventures office in the main street of Airlie Beach for a small fee