Easy sailing


Sailing holidays

Romantic retreats in glamorous destinations

For that perfect Valentine’s break, honeymoon, anniversary celebration or just a dreamy escape with someone special, a sailing holiday sets the scene for romance. 

Explore deserted shores in the Seychelles, discover charming harbours in Italy, swim in hidden grottos in Tahiti or sip champagne as you literally sail into the sunset in the Caribbean. Enjoy calm turquoise waters, stunning white sand beaches, exotic escapes into paradise and unforgettable sunsets over rippling tides. A sailing holiday is a magical time for just the two of you, so head for the horizon and let time just slip away.

Our romantic sailing destinations


Mahé, Seychelles

  • Remote, largely unexplored islands
  • Strong winds ideal for experienced sailors
  • Good diving, snorkelling and sport fishing
Experience level 3 ICC RYA
Explore Mahé, Seychelles

Raiatea, French Polynesia

  • Year-round trade winds
  • Excellent fishing, kayaking and snorkelling
  • Dozens of remote, exotic islands to explore
Experience level 2 ICC RYA
Explore Raiatea, French Polynesia
Procida, Italy

Procida, Italy

  • Perfect for experienced sailors
  • Gateway to the famous Amalfi Coast
  • Luxurious resorts, bustling towns, quiet villages
Flotillas Experience level 2 ICC RYA
Explore Procida, Italy

St. Martin

  • Blue water and coastal sailing
  • World-class diving and snorkelling
  • Glamorous resorts and laid-back beaches
Experience level 2-3
Explore St. Martin
10% off
bareboat and flotilla in 2017

Tortola, BVI

  • Visit a real-life Treasure Island
  • Steady trade winds, calm currents
  • World-famous yachting destinations
Flotillas Experience level 1 Sailing school
Explore Tortola, BVI

Romantic bareboat charter holidays

Pop the champagne cork and open the picnic basket then set sail to wherever you choose. With nobody on board but you and your loved one, a bareboat charter is one of the most romantic sailing holidays available. We help you make the most of some of the world’s finest shores.

Romantic skippered yacht charter

If you want nothing more than dedicated time with the one you love, we recommend hiring a skipper for your yacht charter—even if it’s just for a few days. Your experienced skipper will take the helm so you can enjoy more time on your own. Just sit back and relax as you slip into the setting sun. Your romantic skippered yacht holiday awaits.

Choose Sunsail

Destinations worldwide
Flotilla routes
Types of yachts
40 yrs
Creating holidays
4 hr
Service guarantee
ABTA – The Travel Association
Consumer protection