Flotilla Sailing Holidays

regatta, sailboat race, cowes, sailing event

Charter a Flotilla Yacht with Boatbookings

Flotilla yacht charters are the perfect way to begin any yacht charter voyage! They offer a relaxed bareboat charter that is a very unique experience for both families and friends and are suitable for first-time charterers or experts.


Where do we offer Flotilla?

Marina Agana, Croatia - Fast becoming one of the most popular charter destinations worldwide, Croatia is a sailor's paradise. Renowned for its incredible sailing conditions, smooth waters and national parks, Marina Agana makes for the ideal start to your Flotilla.

Dubrovnik, Croatia - We recommend a flotilla for island hopping around the spectacular Dalmatian Islands. Check out Dubrovnik for Game of Thrones sets, winding alleys, terraced restaurants, flowered stairways and magnificent churches.

Greece - The Greek islands are the perfect location adventurous people who want to try their hand at watersports but also those wanting to relax and enjoy the countless idyllic beaches and islands on offer. A flotilla is recommended for those who are less confident in dealing with the strong greek winds.

The British Virgin Islands - This collection of islands are renowned for their world-class sailing conditions and island hopping. Whether you want to spend the evenings sipping Mojitos at the Soggy Dollar or enjoy the short sailing distances between the white sandy beaches,  there's something for everyone!


Why should a flotilla be your next yacht charter?

  • - Get two boats full of your own friends and feel assured by following a boat with a leader. 
  • - Follow a leader with an area briefing to assure you safety whilst at sea. 
  • - The opportunity of getting RYA qualified whilst having the holiday of a lifetime.  
  • - There is something for all of the family! 
  • - Line of sight sailing. 
  • - Find out local insight from the flotilla leaders, use their knowledge to find the best bars, restaurants and top-tips for the area. 
  • - The set sailing route makes it less stressful in harder sailing conditions
  • - You will be guaranteed a mooring every evening
  • - A yacht charter without a skipper or the stress of navigating. 
  • - The option of adding a skipper into the flotilla. 
  • - A friendly atmosphere and the opportunity to participate in an active social programme. 
  • - If you want to do a traditional bareboat but need a confidence boost, start with a flotilla and follow it with a bareboat charter for next summer! 

The Boatbookings team are experts in all things yacht charter and will be able to answer any questions you may have about your flotilla sailing holiday. Contact us today for a bespoke itinerary and proposal.

Yacht Charter Request

MIREDO
    Maiora 24S - 4 Cabins - Portofino - Porto Cervo - Sardinia
  • Maiora 24S Crewed Motor Yacht
  • Length: 26 m
  • Year: 2015
  • Cabins: 4
  • Berths: 10
  • From €36000 to €39000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 26 m (88' 8")
  • Year: 2015
VIEW 1 REVIEW
From €36000 to €39000
per week

BOATBOOKINGS SAYS:
"A quintessential Italian motor yacht with unrivalled style and dedicated crew, ideally suited for Sicilian island hopping."

GENNY
    Sunreef 80 - 5 Cabins - Athens - Mykonos - Zakynthos
  • Sunreef 80 Luxury Crewed Catamaran
  • Length: 24 m
  • Year: 2021
  • Cabins: 0
  • Berths: 10
  • From €50000 to €70000 per week
Details Enquire
  • Berths: 10
  • Cabins: 0
  • Crew: Crewed
  • Type: Catamaran
  • Length: 24 m (81' )
  • Year: 2021
From €50000 to €70000
per week

BOATBOOKINGS SAYS:
"Brand new 2020 GENNY available for charters around the Greek islands"

AQUA LIBRA
    Sunseeker 131 - 5 Cabins - Athens - Mykonos - Greece
  • Sunseeker 131 Luxury Crewed Motor Yacht
  • Length: 40 m
  • Year: 2018
  • Cabins: 5
  • Berths: 10
  • From €145000 to €155000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 40 m (136' 4")
  • Year: 2018
From €145000 to €155000
per week

BOATBOOKINGS SAYS:
"The newest Sunseeker superyacht in Greece offering unrivalled amenities, space, comfort and luxury. Check out the video to see how your charter could look!"

NO.9
    Sunseeker 115 Sports Yacht - 5 Cabins - Split - Dubrovnik - Croatia
  • Sunseeker 115 Sports Yacht Luxury Crewed Motor Yacht
  • Length: 34.5 m
  • Year: 2014
  • Cabins: 5
  • Berths: 10
  • From €95000 to €105000 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 34.5 m (117' 6")
  • Year: 2014
VIEW 2 REVIEWS
From €95000 to €105000
per week

BOATBOOKINGS SAYS:
"The leading Sunseeker 115 Sports Yacht in the Mediterranean with a brilliant Captain and Chef team!"

FREDDY
    San Lorenzo 106 - 5 Cabins - Bahamas - Nassau - Exumas
  • San Lorenzo 106 Luxury Crewed Motor Yacht
  • Length: 32.2 m
  • Year: 2017
  • Cabins: 5
  • Berths: 10
  • From $72000 to $75000 per week
VIEW 4 REVIEWS  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 32.2 m (109' 4")
  • Year: 2017
VIEW 4 REVIEWS
From $72000 to $75000
per week

BOATBOOKINGS SAYS:
"FREDDY is one of the most spectacular contemporary motor yachts, perfect for family charters throughout the Bahamas. Join Captain Ian on board for an adventure like no other."

Lagoon 42
    3+2 Cabins - Palma - Ibiza - Balearics
  • 3+2 Cabins Bareboat Catamaran
  • Length: 12.5 m
  • Year: 2018
  • Cabins: 6
  • Berths: 8
  • From €6646 to €8553 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 6
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 12.5 m (42' 2")
  • Year: 2018
VIEW 1 REVIEW
From €6646 to €8553
per week

BOATBOOKINGS SAYS:
"The brand new Lagoon 42 available in the Balearics!"

REHAB
    Sunseeker Predator 68 - 2 Cabins - Antibes - Cannes - St Tropez - Monaco
  • Sunseeker Predator 68 Crewed Motor Yacht
  • Length: 21 m
  • Year: 2004
  • Cabins: 2
  • Berths: 4
  • From €22500 to €22500 per week
VIEW 39 REVIEWS  Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Crewed
  • Type: Motor
  • Length: 21 m (71' )
  • Year: 2004
VIEW 39 REVIEWS
From €22500 to €22500
per week

BOATBOOKINGS SAYS:
"One of our most successful day charter yachts on the French Riviera, now offering free delivery to the port of Monaco!"

Hanse 455
    3 cabins (3 double) - 2018 - Tortola
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 46 m
  • Year: 2018
  • Cabins: 4
  • Berths: 4
  • From $4515 to $6720 per week
Details Enquire
  • Berths: 4
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 46 m (156' 4")
  • Year: 2018
From $4515 to $6720
per week

BOATBOOKINGS SAYS:
"Stunning Hanse 455 perfect for a large group of friends or family to explore the dazzling islands of the BVI!"

OURANOS
    Admiral 50m - 6 Cabins - Athens - Mykonos - Zakynthos
  • Admiral 50m Luxury Crewed Motor Yacht
  • Length: 49.9 m
  • Year: 2016
  • Cabins: 6
  • Berths: 12
  • From €210000 to €215000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Motor
  • Length: 49.9 m (169' 10")
  • Year: 2016
VIEW 1 REVIEW
From €210000 to €215000
per week

BOATBOOKINGS SAYS:
"One of our favourite superyachts for charter with an outstanding design, water toy selection and service orientated crew."

ENJOY
    Marco Polo 78 - 4 Cabins - Amalfi Coast - Sicily - Capri - Palermo
  • Marco Polo 78 Luxury Crewed Motor Yacht
  • Length: 24 m
  • Year: 2012 (Refit 2015)
  • Cabins: 4
  • Berths: 9
  • From €29000 to €32000 per week
VIEW 3 REVIEWS  Details Enquire
  • Berths: 9
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 24 m (81' )
  • Year: 2012 (Refit 2015)
VIEW 3 REVIEWS
From €29000 to €32000
per week

BOATBOOKINGS SAYS:
"With multiple sunbathing areas and expansive deck spaces, ENJOY is the ultimate relaxation vessel that you can charter around Sicily and the Aeolian islands, as well as the Amalfi Coast."

DRAGON
    Guy Couach 37m - 6 Cabins - Athens - Mykonos - Santorini
  • Guy Couach 37m Luxury Crewed Motor Yacht
  • Length: 37 m
  • Year: 2010 (2017 Refit)
  • Cabins: 6
  • Berths: 12
  • From €100000 to €105000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Motor
  • Length: 37 m (125' 4")
  • Year: 2010 (2017 Refit)
VIEW 1 REVIEW
From €100000 to €105000
per week

BOATBOOKINGS SAYS:
"Not just sophistication and style, DRAGONs selection of water toys is amongst the best! Captain Michalis is a qualified water ski/wakeboard, Flyboard and Diving instructor, so your family should get ready for an action-packed adventure."

ZIA CANAIA
    Riva Opera 80 - 4 Cabins - Ischia - Naples - Capri - Amalfi
  • Riva Opera 80 Luxury Crewed Motor Yacht
  • Length: 23.96 m
  • Year: 2001 (Refit 2019)
  • Cabins: 4
  • Berths: 9
  • From €21000 to €32000 per week
VIEW 7 REVIEWS  Details Enquire
  • Berths: 9
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 23.96 m (81' 8")
  • Year: 2001 (Refit 2019)
VIEW 7 REVIEWS
From €21000 to €32000
per week

BOATBOOKINGS SAYS:
"ZIA CANAIA is led by one of the most experienced captain and crew in southern Italy. Enjoy the delights of the Amalfi Coast on this stylish Riva!"

SEAWATER
    Sunseeker 80 Sport Yacht - 4 Cabins - Port Adriano - Palma - Ibiza - Formenera
  • Sunseeker 80 Sport Yacht Luxury Crewed Motor Yacht
  • Length: 24.72 m
  • Year: 2015
  • Cabins: 4
  • Berths: 8
  • From €43500 to €47500 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 24.72 m (84' )
  • Year: 2015
VIEW 2 REVIEWS
From €43500 to €47500
per week

BOATBOOKINGS SAYS:
"One of the finest new 2015 Sunseeker yachts on the charter market today, perfect for exploring Palma, Ibiza and Formentera!"

TOBY
    Cerri Flying Sport 102 - 5 Cabins - Amalfi Coast - Capri - Sorrento - Naples - Monaco
  • Cerri Flying Sport 102 Luxury Crewed Motor Yacht
  • Length: 31.5 m
  • Year: 2009
  • Cabins: 5
  • Berths: 10
  • From €43000 to €58500 per week
VIEW 8 REVIEWS  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 31.5 m (107' 6")
  • Year: 2009
VIEW 8 REVIEWS
From €43000 to €58500
per week

BOATBOOKINGS SAYS:
"The most successful open sports yacht for charter in Italy, perfect for the Amalfi Coast during the summer."

SAMAKANDA
    Princess 82 - 4 Cabins - Palma de Mallorca - Ibiza - Formentera
  • Princess 82 Luxury Crewed Motor Yacht
  • Length: 25.2 m
  • Year: 2014
  • Cabins: 4
  • Berths: 8
  • From €44000 to €46000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 25.2 m (85' )
  • Year: 2014
VIEW 1 REVIEW
From €44000 to €46000
per week

BOATBOOKINGS SAYS:
"Striking Princess 82 with a top-class crew, ideal for family charters and celebrations around the Balearics."

CRISTOBAL
    Princess 95 - 4 Cabins - Bahamas - Florida - Miami - Nassau - Georgetown
  • Princess 95 Luxury Crewed Motor Yacht
  • Length: 29.64 m
  • Year: 2009 (2014 Refit)
  • Cabins: 4
  • Berths: 8
  • From $52000 to $52000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 29.64 m (100' )
  • Year: 2009 (2014 Refit)
VIEW 1 REVIEW
From $52000 to $52000
per week

BOATBOOKINGS SAYS:
"An element of luxury normally found on much larger yachts with an armada of water toys. We love the massive swimming platform and spacious cabins!"

PLUS TOO
    Palmer Johnson PJ 135 - 5 Cabins - Golfe Juan - Cannes - Antibes - Monaco
  • Palmer Johnson PJ 135 Luxury Crewed Motor Yacht
  • Length: 41.45 m
  • Year: 2009
  • Cabins: 5
  • Berths: 10
  • From €135000 to €150000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 41.45 m (140' 5")
  • Year: 2009
VIEW 1 REVIEW
From €135000 to €150000
per week

BOATBOOKINGS SAYS:
"The Boatbookings Team highly recommend all Palmer Johnson yachts - there is no better way to see the French Riviera in style!"

WHISPERS II
    Lagoon 560 - 4 Cabins - Nassau - Bahamas - Turks and Caicos
  • Lagoon 560 Luxury Crewed Catamaran
  • Length: 17.07 m
  • Year: 2016
  • Cabins: 4
  • Berths: 8
  • From $20000 to $26000 per week
VIEW 4 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 17.07 m (58' 3")
  • Year: 2016
VIEW 4 REVIEWS
From $20000 to $26000
per week

BOATBOOKINGS SAYS:
"WHISPERS II is ideal for exploring the Bahamas with friends and family! You will be dazzled by the incredible anchorages, as well as your fantastic crew."

Hanse 575
    4 + 2 (4 double 2 single) 2016 - Trogir - Sibenik
  • 4 + 2 (4 double 2 single) 2016 Bareboat Sailing Yacht
  • Length: 17.15 m
  • Year: 2016
  • Cabins: 6
  • Berths: 9
  • From €3880 to €9390 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 9
  • Cabins: 6
  • Crew: Bareboat
  • Type: Sail
  • Length: 17.15 m (58' 10")
  • Year: 2016
VIEW 1 REVIEW
From €3880 to €9390
per week

BOATBOOKINGS SAYS:
"All eyes will be on you when sailing this exquisite Hanse 575! She can be enjoyed by experienced sailors looking for a relaxed charter around the stunning waters of Croatia!"

DEMA
    Riva Perseo 76 - 3 Cabins - La Spezia - Capri - Amalfi
  • Riva Perseo 76 Luxury Crewed Motor Yacht
  • Length: 23.25 m
  • Year: 2019
  • Cabins: 3
  • Berths: 6
  • From €38000 to €43000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Motor
  • Length: 23.25 m (79' 9")
  • Year: 2019
From €38000 to €43000
per week

BOATBOOKINGS SAYS:
"The first Riva Perseo 76 available for charter on the Amalfi Coast - do not hesitate to book her with us! We love her!"

LADY BEATRICE
    Princess 30m - 4 Cabins - Cannes - Antibes - Monaco - Villefranche - Nice
  • Princess 30m Luxury Crewed Motor Yacht
  • Length: 30.12 m
  • Year: 2013
  • Cabins: 4
  • Berths: 8
  • From €59000 to €69000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 30.12 m (102' )
  • Year: 2013
From €59000 to €69000
per week

BOATBOOKINGS SAYS:
"One of the standout French Riviera motor yachts, ideal for family charters with her expansive deck spaces, water toys and charming crew!"

JAX OF IBIZA
    Sunseeker Predator 92 Sport - 4 Cabins - Marina Ibiza - Formentera - San Antonio
  • Sunseeker Predator 92 Sport Crewed Motor Yacht
  • Length: 28.16 m
  • Year: 2011
  • Cabins: 4
  • Berths: 8
  • From €8200 to €8800 per day
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 28.16 m (95' 8")
  • Year: 2011
VIEW 1 REVIEW
From €8200 to €8800
per day

BOATBOOKINGS SAYS:
"JAX of IBIZA is one of the finest motor yachts cruising the Balearics. She has the best berth in Ibiza included in the charter fee!"

ALVIUM
    Sunseeker Predator 84 - 4 cabins - Ibiza Port - Palma - Formentera
  • Sunseeker Predator 84 Luxury Crewed Motor Yacht
  • Length: 26.38 m
  • Year: 2010
  • Cabins: 4
  • Berths: 9
  • From €47600 to €54600 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 9
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 26.38 m (89' 10")
  • Year: 2010
VIEW 1 REVIEW
From €47600 to €54600
per week

BOATBOOKINGS SAYS:
"Take advantage of the exclusive berth in Ibiza on this spacious and beautifully styled Sunseeker!"

MEMORIES TOO
    Azimut Grande 30 Metri - 5 Cabins - Athens - Mykonos - Zakynthos
  • Azimut Grande 30 Metri Luxury Crewed Motor Yacht
  • Length: 29.1 m
  • Year: 2019
  • Cabins: 5
  • Berths: 12
  • From €92000 to €97000 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 29.1 m (98' 6")
  • Year: 2019
From €92000 to €97000
per week

BOATBOOKINGS SAYS:
"MEMORIES TOO is the only Azimut Grande 30 Metri available for charter in Greece with a superb captain and crew."

Sun Odyssey 349
    3 cabins (3 double) - 2018 - Lefkas
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 10.34 m
  • Year: 2018
  • Cabins: 3
  • Berths: 6
  • From €1820 to €3120 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 10.34 m (35' 2")
  • Year: 2018
From €1820 to €3120
per week

BOATBOOKINGS SAYS:
"Sleek yacht, requires 6 luxury seekers!"

Oceanis 45
    3 cabins (3 double) - 2017 - Trogir - Sibenik - Biograd
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 13.94 m
  • Year: 2017
  • Cabins: 3
  • Berths: 3
  • From €1990 to €4150 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.94 m (47' 2")
  • Year: 2017
From €1990 to €4150
per week

BOATBOOKINGS SAYS:
"A new addition to the Boatbookings fleet, suiting families of a group of friends wanting to explore the beautiful islands of Croatia."

Oceanis 45
    4 cabins (4 double) - 2019 - Portorosa - Cap dOrlando - Milazzo
  • 4 cabins (4 double) Bareboat Sailing Yacht
  • Length: 13.94 m
  • Year: 2019
  • Cabins: 4
  • Berths: 4
  • From €3698 to €5691 per week
Details Enquire
  • Berths: 4
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.94 m (47' 2")
  • Year: 2019
From €3698 to €5691
per week

BOATBOOKINGS SAYS:
"This family-friendly Oceanis 45 is suitable for adventurous charters around the breathtaking Aeolian islands."

Dufour 460 Grand Large
    3 Cabins - 2017 - Tortola
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 14.15 m
  • Year: 2017
  • Cabins: 3
  • Berths: 8
  • From €2450 to €8000 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.15 m (48' 11")
  • Year: 2017
From €2450 to €8000
per week

BOATBOOKINGS SAYS:
"2017 brings you this Dufour 460 Grand Large sailing Tortola and the BVI"

Dufour 520
    2018 - 4 + 1 cabins (4 double + 1 bunk) - Tuscany - Elba
  • 2018 Bareboat Sailing Yacht
  • Length: 15.2 m
  • Year: 2018
  • Cabins: 5
  • Berths: 12
  • From €3500 to €6250 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.2 m (51' 8")
  • Year: 2018
From €3500 to €6250
per week

BOATBOOKINGS SAYS:
"Brand new Dufour 520 available to get the best out of the Tuscan Archipelago!"

Dufour 520
    4 + 1 cabins (4 double + 1 bunk) - 2018 - Mykonos - Athens
  • 4 + 1 cabins (4 double + 1 bunk) Bareboat Sailing Yacht
  • Length: 15.2 m
  • Year: 2018
  • Cabins: 5
  • Berths: 10
  • From €2690 to €6790 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.2 m (51' 8")
  • Year: 2018
From €2690 to €6790
per week

BOATBOOKINGS SAYS:
"Spacious Dufour 520 available to get the best out of the Greek winds!"

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