Where to Next? Exclusive Offers from Cape Cod to the Big Island

Late summer is the ultimate window for look-ahead inspiration, making today the perfect time to secure your next extraordinary getaway. Check out this week's handpicked lineup of exclusive offers ranging from crisp coastal escapes in the months ahead to far-flung expeditions stretching into 2027 and 2028. Booking through Pineapple7 unlocks VIP perks, complimentary nights, and preferential rates you won't find on your own. Space and time are limited for these curated offers. Reserve your next escape before these perks disappear.

Polar Coastlines & Wild Frontiers: 130th Anniversary Sale! Up to 25% Off

Uncover the world’s most extraordinary polar regions and wild coastlines for less with HX Expeditions. Sail to the world's most dramatic landscapes including Antarctica, Greenland, Svalbard, the Northwest Passage, Alaska, Norway, and Iceland. Book by August 31, 2026, to save up to 25% on select polar departures through March 31, 2028.

Cape Cod's Secret Season: Up to 35% Off

Experience Chatham Inn when the summer crowds fade, introducing crisp Autumn days, coastal cranberry harvests, and holiday celebrations. It's the Secret Season! Enjoy up to 35% off on select Cape Cod stays between September 7 and December 30, 2026. You have to book by August 28, 2026. Ocean views and steps-away access to Main Street await!

English Countryside Luxury: 3rd Night Free at Fairmont Windsor Park

Fall is a fantastic time to head across the pond! Set across 40 acres of private gardens bordering Windsor Great Park, this 251-room sanctuary blends world-class wellness with quintessential British living. Book three nights for the price of two, complete with daily breakfast, VIP amenities, and full access to state-of-the-art spa facilities and farm-to-table dining at 1215 Restaurant.

Mountain Highs in Boulder: 3rd Night Free + VIP Perks

Limelight Boulder delivers Flatiron views, eco-conscious luxury, and a vibrant local scene. Stay three nights for the price of two and unlock exclusive Virtuoso amenities:

• Daily breakfast for two

• $100 property credit (valid for Ajax Tavern, room service, or parking)

• Welcome amenity, plus room upgrade, early check-in, and late checkout based on availability

Ultra-Luxury Sailing: Regent Seven Seas 35th Anniversary

Elevate your 2027 voyage with up to 35% in savings and a $350 shipboard credit per suite on 35 specially curated sailings. Book by August 31, 2026, to experience bespoke onboard events, tailored gifts, and all-inclusive luxury across the world's finest ports.

American Southwest Rail Journeys: Save $100 with Rocky Mountaineer

Journey between Denver and Moab through breathtaking red rock canyons, arches, and deserts aboard the Canyon Spirit train. Book a 2026 Classic Package by November 30, 2026, and take $100 off per couple. Includes overnight stays in Moab, Glenwood Springs, and Denver.

Tropical Serenity: 4th Night Free at Fairmont Orchid, Hawai‘i

Bask alongside green sea turtles, paddle outrigger canoes, or relax in a thatched-roof massage hale on the Big Island's sugar-sand shores. Extend your paradise stay with a complimentary 4th night and dine steps from the water at Brown's Beach House.

Ready to claim your Pineapple7 VIP perks?

Schedule a quick Discovery Call today to lock in these exclusive rates and design your next getaway!

Grace A Cular Yee is the founder and lead travel strategist at Pineapple7, where she transforms the chaos of modern travel into seamless, intentional exploration. With a focus on bespoke curation and precision logistics, she helps high-achievers reclaim their time and reconnect with the world through meaningful, high-integrity journeys. Ready to plan your next chapter?  Let's start the conversation!