Islands That Are Better in the Shoulder Season

Why timing it right can mean better value, happier clients, and easier selling

For many island destinations, peak season gets all the hype—but shoulder season is often where the real magic happens. Fewer crowds, more availability, and better value can turn an already beautiful island into an even stronger sell for your clients. For travel advisors, shoulder season travel also opens the door to easier upsells, better air options, and clients who come home raving about how “perfect” the timing was.

Here are a few island destinations that truly shine in the shoulder season—and why they deserve a spot in your sales strategy.

Fiji

Best shoulder season: April–June & September–October

Fiji’s shoulder season offers the ideal balance of warm weather, calmer travel periods, and strong air availability—especially for premium travelers. During these months, clients can enjoy lush landscapes, clear waters, and a more relaxed pace without the peak-season pricing or crowds.

Resorts are often more flexible, excursions feel more intimate, and the overall experience feels elevated. It’s also a great time for honeymoons, milestone trips, and clients seeking luxury without the premium price tag.

Why sell it: Shoulder season Fiji delivers exceptional value on premium airfare and resort stays, making it easier to upsell business class and higher-end accommodations.

With Fiji Airways, you can confidently position a seamless, comfortable journey to the South Pacific. Their strong premium cabin offering, thoughtful service, and convenient connections help elevate the entire trip—something clients remember long after they return home.

Bali, Indonesia

Best shoulder season: April–June & September

Bali’s shoulder season brings slightly drier weather, fewer crowds at temples and beaches, and a more peaceful overall vibe. This is when Bali feels most authentic—perfect for clients interested in wellness retreats, cultural experiences, and slow luxury.

Why sell it: Shoulder season allows clients to enjoy Bali’s high-end villas and resorts at better value, while avoiding peak-season congestion that can impact the experience.

Santorini, Greece

Best shoulder season: April–May & September–October

Santorini during shoulder season still delivers iconic sunsets and stunning views—just without the cruise crowds and packed streets. Weather remains comfortable, restaurants are easier to book, and the island feels far more romantic and relaxed.

Why sell it: It’s easier to secure desirable accommodations and create a smoother, more exclusive experience for honeymooners and couples.

The Seychelles

Best shoulder season: April–May & October–November

These months bring calm seas, excellent visibility for snorkeling and diving, and a quieter atmosphere across the islands. Shoulder season is ideal for clients seeking luxury, privacy, and nature-forward experiences.

Why sell it: Better availability at top resorts makes it easier to customize high-end itineraries and increase trip value without increasing cost.

Maui, Hawaii

Best shoulder season: April–early June & September

Maui’s shoulder season offers excellent weather, fewer visitors, and better air and hotel availability. It’s a sweet spot for clients who want a relaxed island escape without peak-season pricing.

Why sell it: Advisors can position shoulder season as the “local favorite” time to visit—perfect for repeat Hawaii travelers looking for something a little calmer.

The Advisor Takeaway

Shoulder season island travel is a win for everyone. Clients enjoy better value and a more relaxed experience, while travel advisors gain access to stronger air options, easier upsells, and smoother trip planning. Positioning these destinations as strategically timed—not off-season—helps set the expectation that your expertise is what makes the trip exceptional.