Where European Capital Meets Caribbean Opportunity.

Colombo Group connects European investors with premium real estate, business acquisitions, and off-market opportunities across Anguilla and the wider Caribbean.

Get in Touch
Coastal Anguilla villa overlooking the sea

Where European Capital
Meets Caribbean Opportunity.

Colombo Group connects European investors with premium real estate, business acquisitions, and off-market opportunities across Anguilla and the wider Caribbean.

Get in Touch

The best opportunities in Anguilla rarely appear on listing platforms. We work where they do.

Off-market deals move through trusted local networks. Without the right introduction, European investors face delayed access, stalled transactions, and deals structured without proper local context.

Colombo Group is Anguilla-based, in the same time zone as the deal. Our work runs through the local channels where these transactions actually move.

We work with a select number of clients at any given time. The quality of attention a transaction of this kind requires cannot be replicated at volume.

Anguilla shoreline and clear coastal water

Four ways we work with investors.

Each engagement is shaped to what the client actually needs.

Real Estate Brokerage

Access to properties standard searches will not surface.

Off-market introductions, due diligence, negotiation, and closing. Residential, commercial, and investment property.

M&A Advisory

You identify the target. We structure the deal.

Hotels, villa portfolios, rental businesses, and hospitality management companies. Valuation, structure, and two-sided coordination.

Investor Matchmaking

The network is the product.

Selective introductions to off-market deals and private investment structures. Built on discretion and trusted relationships across Europe and the Caribbean.

Consulting

A clear picture before you commit.

Structured guidance on market entry, investment strategy, and Caribbean relocation. For investors evaluating the landscape before committing.

Why Anguilla?

Anguilla is one of the Caribbean's most exclusive destinations and one of its most constrained.

No mass tourism. Limited developable land. A jurisdiction designed to attract and retain capital.

The land is finite. The network is small. Knowing the right people determines what you can access.

The Investment Case

  • No tax on investment returns. No income, capital gains, inheritance, or wealth tax. The arithmetic of Anguilla real estate works differently than in European markets.
  • Stable jurisdiction, familiar legal framework. British Overseas Territory operating under English common law. Property rights protected, title clear, processes recognisable to European buyers and their advisors.
  • Scarcity by design. 35 square miles. Controlled development. The villas, hotels, and parcels that exist will not be replicated at scale.
  • Luxury demand fundamentals. Consistently ranked among the Caribbean's top luxury destinations. A high-spend visitor profile and established base of boutique hotels and private villas support strong rental performance.
  • USD economy, no currency risk. All transactions denominated in USD. Removes a layer of currency exposure for dollar-aligned portfolios or investors diversifying out of EUR.

Ivor Connolly

Managing Director, Colombo Group

Ivor Connolly founded Colombo Group to address a gap he identified directly in the market: sophisticated European capital seeking Caribbean exposure, without a trusted professional bridge to access it.

Based in Anguilla with European ties, Ivor works with a select number of clients at any given time, providing the direct access and personal attention that complex transactions require.

[MD INPUT REQUIRED] Prior roles, sector, geography, registrations and credentials to be inserted.

Ivor Connolly, placeholder headshot pending leadership photography

Common Questions

Before the first conversation.

Colombo Group is a new firm. How do I know the relationships are real?

[MD INPUT REQUIRED]. Named partners (legal practice, developer relationships, financial institutions) and which professional references can be disclosed.

What does engaging Colombo Group actually involve?

A first conversation to understand your objective, whether that is property acquisition, business purchase, portfolio diversification, or early-stage market evaluation. From there we assess what is appropriate, make the relevant introductions, and coordinate the transaction process.

How are your fees structured?

[MD INPUT REQUIRED]. Fee structure (retainer + success-based, fixed, or hybrid) and whether it varies by service line. Default holding line: a combination of advisory retainers and success-based fees, structured to the transaction type. Discussed on a first call. No hidden fees, no obligation at the inquiry stage.

Get in touch

Start a conversation.

Whether you are evaluating a specific opportunity, starting to explore the Anguilla market, or want to understand what is currently available, send a message and you will hear back from us.