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7 Ways to Save Money While Island Hopping in the Caribbean

Image by Mike Goad from Pixabay

Island hopping sounds expensive — but it doesn’t have to be.
With smart planning, local transport, and timing, you can visit multiple Caribbean islands in one trip without breaking the bank.

Here are 7 real strategies for affordable island hopping in 2025.


🛫 1. Use Regional Airlines and Ferry Combos

Instead of big-name carriers, fly with local airlines like LIAT, Caribbean Airlines, or interCaribbean Airways.
Pair flights with ferries — e.g., St. LuciaMartiniqueDominica for under $60 per leg.


⛴️ 2. Travel in Shoulder Seasons

Avoid December–March. The best prices are in May–June and September–October.
You’ll find half-price hotels and cheap car rentals.


🏝️ 3. Stay in Local Guesthouses or Eco-Lodges

Skip all-inclusives. Local stays average $40–$70 a night and support communities.

🏨 Hotel Deals

Booking.com — Find Great Stays Fast

Compare top-rated hotels, resorts, and apartments for your trip—filter by location, budget, and free cancellation.

  • Quick search for any destination
  • Great for last-minute trips
  • Filter by price, rating, and location
Check prices on Booking.com →
*Affiliate link — I may earn a commission at no extra cost to you.
🏨 Hotel Deals

H10 Hotels — Book Direct

From Spain & Europe city breaks to Caribbean resort escapes—browse destinations and lock in your stay.

  • Great for beach getaways + city trips
  • Browse destinations fast
  • Check current offers & availability
Explore H10 Hotels →
*Affiliate link — I may earn a commission at no extra cost to you.
👗 Style

Janet Howard New York — Contemporary Women’s Fashion

Timeless, polished pieces with a modern edge—easy outfits for work, dinners, and travel days.

  • Modern essentials & elevated staples
  • Great “capsule wardrobe” vibes
  • Find new arrivals & best sellers
Shop Janet Howard →
*Affiliate link — I may earn a commission at no extra cost to you.
🇲🇽 Riviera Maya

The Fives Hotels & Residences

Planning Mexico? Explore resort-style stays and residence options in the Riviera Maya—great for couples, friends, and family trips.

  • Compare locations + room options
  • Great base for beach days & excursions
  • Check availability for your dates
Check availability →
*Affiliate link — I may earn a commission at no extra cost to you.
🧭 Local Guides

Private Tours with Local Guides (GoWithGuide)

Book 100% private, customizable tours—great when you want a local to handle the details and show you hidden spots.

  • Private tours (your group only)
  • Customize the itinerary to your vibe
  • Perfect for food, history, and day trips
Browse tours & guides →
Disclosure: This is an affiliate link. I may earn a commission at no extra cost to you.
🎟️ Tours & Tickets

Trusted Tours: Discount Tickets for Top Attractions

Save time (and usually money) by booking tours, attractions, and museum tickets online—great for planning ahead in popular cities.

  • Curated tours + attractions across major destinations
  • Buy tickets online in advance (less hassle on trip day)
  • Includes a “Lowest Price Guarantee” on many tickets
Browse Trusted Tours deals →
Disclosure: This is an affiliate link. I may earn a commission at no extra cost to you.













🍛 4. Eat Where Locals Eat

Street food like mofongo, roti, or jerk chicken costs under $7.
Markets and beach shacks beat tourist restaurants every time.


🚐 5. Use Shared Taxis or Minibuses

In islands like Jamaica and St. Lucia, shared vans are $1–$3 versus $30 private transfers.
💡 Ask locals for “route taxis.”


💳 6. Use Travel Reward Cards & Apps

Earn points for flights and hotel stays. Apps like Hopper and Kayak Explore track regional fare drops.


🧭 7. Plan Clusters — Not Long Jumps

Group islands geographically to reduce transport costs:

💡 Each cluster can be done in under $500 for flights and ferries combined.


🌺 Pro Tips

  • Pack light (many local airlines charge per kilo).
  • Carry cash (some ferries don’t take cards).
  • Use WhatsApp to contact guesthouses — cheaper and faster than booking by phone.

🇪🇸 Versión en Español (Resumen):

Viajar entre islas en el Caribe puede ser económico si planeas bien.
Usa aerolíneas regionales, come en puestos locales y elige hospedajes pequeños.
Evita la temporada alta y agrupa las islas por zona para ahorrar en transporte.

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