When to visit

When Is the Best Time for You to Visit Castaway 217?

“Summer“ Season (May–Aug.)

• Less wind; feels warmer even though temps hardly move.
• Calm, often glass-flat seas.
• Excellent Stingray City season.
• Lower car-rental rates.
• Fewer direct flights, mostly weekends.

Fourth of July

• Popular mid-summer period.
• Island fireworks visible from beach, patio or beach bar.
• Summer pricing with higher demand.

Carnival – CayMAS Carnival (Late June / Early July)

• High-energy parade, soca music, costumes and beach parties.
• Adult-focused, lively vibe.

Sporting Event – Flowers Sea Swim (Mid-June)

• One-mile open-water swim on Seven Mile Beach.
• Participants range from kids to Olympians.
• Fun for competitors and spectators.

Carnival – Cayman Carnival Batabano (First Week of May)

• Cayman’s national carnival with costumes, soca, dancing and street parties.
• Includes Junior Parade + Adult Street Parade.
• Cultural, colorful, high-energy weekend.

Taste of Cayman Food & Drink Festival (April)

• Cayman’s largest culinary festival.
• Food vendors, demos, drinks, live entertainment and fireworks.
• Perfect for food-lover trips.

Music Festival – Capella Music Festival (~Last Week of March)

• Multi-stage music festival at Camana Bay.
• International artists and DJs.

High Season (Jan 4–March)

• Best weather, no hurricane risk.
• High demand and strong flight availability.

Spring Break (March/April)

• Very competitive—book early.
• More kids at the resort than usual.

Low Season (Aug–Nov), excluding Thanksgiving)

• Best pricing of the year.
• Windier conditions and rougher seas.  Always get travel insurance for potential hurricanes. 
• Some restaurants take staff breaks.

Restaurant Month (October)

• Fixed-price menus across top restaurants.
• Great value for dining out.

Pirates Week (November)

• Island-wide festival with events across Grand Cayman & the Sister Islands.
• Features a “Pirates Landing,” grand float parade, two major fireworks shows, district-day celebrations and a road march.
• Includes family-friendly 5K runs, sea swims, treasure hunts, kids’ costume contests, live music and street-food vendors.
• High-energy, multi-day cultural celebration—book early if visiting in early/mid-November.

Thanksgiving Week

• High holiday demand.
• Higher pricing and tight availability.

Christmas & New Year’s

• Festive, busy and top-priced.
• Limited rental cars.
• Casual New Year’s Eve beach-bar party with live music.
• Fireworks visible from beach, balcony or beach bar.

Sporting Event – Cayman Islands Marathon (First Sunday of December)

• Full marathon, half marathon and relay.
• Flat course and Boston qualifier.
• Ideal for active travelers.

Additional Details

• 7-night minimum unless a shorter gap opens last-minute.
• Rates in USD.
• Add 13% CI tourist tax + $200 cleaning fee.
• Monthly discounts available.
• One-bedroom discounts considered within 30 days of arrival.
• 50% deposit required.
• Multi-unit arrangements available through partner owners.