Tipsy
Gypsy

EXPLORE LOCAL DESTINATIONS

Tell us your guest count, preferred timing, and vibe — we’ll recommend the ideal local route.

Planning a corporate occasion? Share your objective and we’ll propose an event flow that fits.

Mark the moment beautifully — enquire for a tailored celebration plan.

 

Discover Singapore from the water through a collection of thoughtfully designed local charters. Each experience is built around the Southern Islands — offering calm cruising, time at anchor near Lazarus / St John’s, and the option to return via the city skyline. Routes, timing, and onboard flow are adjusted to suit your occasion and guests.

THE SOUTHERN ISLANDS ESCAPE

Ideal for: couples, families, relaxed groups
Duration: 4 to 8 hours

A refined introduction to life on the water. Cruise through Singapore’s Southern Islands before anchoring in calm bays for swimming, lounging, and unhurried enjoyment. Whether shared quietly or with close friends, the experience is designed to feel effortless and restorative.

DAY CRUISE & WATER PLAY

Swim · Snorkel · Unwind

Ideal for: friends, families, fun-focused groups
Duration: 6 to 12 hrs hours

Designed around time in the water, this charter centres on relaxed anchorage near Lazarus or neighbouring islands. Swim, float, snorkel, or simply enjoy the sun from deck — returning onboard whenever you please.

The yacht serves as your private base for the day, offering comfort, shade, and attentive service throughout. A balanced mix of activity and ease.

SUNSET & SKYLINE

Golden Hour Cruise

Ideal for: romantic moments, proposals, anniversaries, elegant evenings.
Duration: 4 to 8 hours

Timed to capture the soft light of sunset, this cruise offers a quieter, more intimate experience. As daylight fades, Singapore’s skyline becomes the backdrop — perfect for marking meaningful moments. Whether shared privately or with a small group, the atmosphere remains calm, elegant, and unforced.
An evening shaped by light, space, and stillness.

PRIVATE PARTIES

Tailored Celebrations at Sea

Ideal for: birthdays, milestone celebrations, private gatherings
Duration: 4 to 6 hours

For occasions that call for celebration, the yacht becomes your private venue on the water. Open decks allow guests to gather, move, and enjoy the moment — all in complete privacy. Music, DJ arrangements, sound systems, and ambient or dance-floor lighting can be curated to suit your preferred atmosphere. From relaxed daytime celebrations to lively evenings under the stars, each party is tailored from start to finish.

A celebration defined by freedom and atmosphere.

PACKAGE 5 — CORPORATE EVENTS

Corporate Hosting & Team Experiences

Ideal for: client entertainment, team offsites, executive gatherings
Duration: 4 to 10 hours

A distinctive alternative to traditional venues, our corporate charters offer privacy, flexibility, and a calm environment for meaningful engagement.
Whether hosting clients, rewarding teams, or holding informal discussions, the setting encourages connection without distraction.

Routes, pacing, and onboard arrangements are designed around your objectives — supported by discreet service throughout.
Professional, considered, and quietly impressive

PACKAGE 6 — BESPOKE LOCAL CHARTERS

Designed Around You

Ideal for: mixed occasions, first-time planners, unique requests
Duration: Flexible

Not every occasion fits a predefined format.
Our bespoke local charters begin with a conversation — about your guests, timing, and the experience you wish to create.

From relaxed cruises to multi-purpose celebrations, we shape the route, rhythm, and onboard setup accordingly.
A local charter, tailored with intention.

OPTIONAL ADD-ONS & ENHANCEMENTS

Catering & beverages

DJ, curated sound systems & lighting

Water activities & floating platforms

Decorative styling (birthdays, proposals, branding)

Photography & videography

Skyline or sunset routing preferences

Every local charter aboard Tipsy Gypsy is shaped with care — creating space to unwind, connect, and celebrate, just beyond the city.