Classic elegance. Bespoke journeys.
Local Charters
Short getaways, private celebrations, and bespoke events — all within Singapore waters.
Short Getaways
From intimate short getaways to corporate gatherings and private celebrations, Tipsy Gypsy provides a discreet and elegant setting. Spacious decks, attentive service, and flexible layouts allow every occasion to feel both personal and unhurried. Host a private lunch, sunset gathering, or evening dinner in a setting that feels relaxed yet refined. Tipsy Gypsy offers an inviting platform for small groups to come together over good food, conversation, and open horizons.
Menus, timing, and ambience are curated around your preferences. An experience that feels personal, considered, and quietly luxurious. A private event that feels genuine, memorable, and entirely yours.
Corporate Events
Move beyond traditional venues and bring your team or clients together in a refreshing setting. Tipsy Gypsy offers a versatile platform for corporate gatherings that value connection, comfort, and clarity. Whether for team-building, informal meetings, or celebratory occasions, the experience remains effortless and well-considered.
Professional service, thoughtful planning, and a calm maritime backdrop ensure a memorable yet purposeful event.
Private Events
Some occasions are best celebrated in a setting that feels personal and unhurried. Aboard Tipsy Gypsy, private events unfold at sea — away from crowds, noise, and expectation. Whether marking a birthday, anniversary, or a meaningful moment between loved ones, each gathering is shaped around your vision. From relaxed daytime cruises to elegant evenings on the water, every detail is handled with care and discretion. An intimate space where memories are created naturally. A private event that feels genuine, memorable, and entirely yours.
Tailored parties
When the occasion calls for celebration, the setting should feel effortless and unforgettable. Aboard Tipsy Gypsy, tailored parties unfold against open water — with space to gather, dance, and enjoy the moment.
Professional DJ setups, curated sound systems, and ambient lighting can be arranged to shape the mood from sunset through the evening. From subtle illumination to lively dance-floor energy, every element is adjusted to suit your vision. A private party, elevated by the sea.
Overseas Charters
For those seeking a deeper sense of exploration, our overseas charters open the door to cruising across Southeast Asia. From 1–3 day escapes to nearby islands to extended journeys along the Malaysian and regional coastline, each itinerary is tailored to your pace and interests.
Longer charters allow time to truly disconnect — anchoring in quiet bays, discovering coastal towns, or enjoying uninterrupted days at sea. With the comfort of a classic motor yacht and an experienced crew, the journey becomes as rewarding as the destination.
For diving enthusiasts, select routes offer access to clear waters and vibrant marine life. Returning from the sea to the ease and comfort of your private yacht, these voyages balance adventure with refinement — exploration without compromise.
1-3 Days Overseas Charters
A 1–3 day charter offers the perfect balance between escape and ease. Long enough to disconnect from the everyday, yet close enough to remain effortless, these short voyages open the door to nearby islands and calm coastal anchorages.
Days are spent cruising at a relaxed pace, swimming in clear waters, or enjoying quiet moments on deck. Evenings settle into a gentle rhythm — dinner aboard, soft light, and the comfort of a private yacht at anchor. A brief journey, thoughtfully experienced.
Extended Charters
An extended charter offers the freedom to explore without a predetermined end point. It begins with a conversation — about destinations, timing, interests, and the kind of experience you wish to create. Our experienced crew and charter team transform those ideas into a practical, well-considered itinerary.
From remote anchorages to comfortable passages between destinations, each day unfolds as intended — without effort on your part. A dream, brought carefully to life.
Diving Trips
For divers with a clear vision, our tailored diving trips transform ideas into seamless journeys. You define the experience; we shape the route and execution. Exploration below the surface, supported by expertise above it.