BLACK FRIDAY 2026 TRAVEL DEALS

Here are the Black Friday and holiday travel offers I'm seeing this year.
Last updated: November 12, 2026.

Some offers can be combined with the perks I can offer my Bessties. Benefits vary by property, and I will confirm what is included for your stay. Offers are subject to availability, blackout dates may apply, and some require prepayment or are non-refundable. This list is not every promotion out there, so ask me about anything specific.

Jump to: Hotels and Resorts | Other Current Offers | Experiences | Cruises

HOTELS AND RESORTS

Multiple Destinations

  • Auberge Collection (multiple destinations)

    • Offer: Resort credits at participating properties, with a fourth night free at select resorts

    • Book by: December 7, 2026

    • Full list: website

  • Salamander Collection (multiple destinations)

    • Offer: Savings up to 40%, with property-specific offers

    • Book by: December 2, 2026

    • Properties:

      • Innisbrook Resort (Tampa Bay, FL): up to 35% plus up to a $100 resort credit, travel by December 23, 2027

      • Half Moon (Montego Bay, Jamaica): 35% off 3+ nights, travel by December 22, 2027

      • Aspen Meadows Resort (Aspen, CO): 30% off 4+ nights, travel by April 18, 2027

      • PGA National Resort (Palm Beach Gardens, FL): up to 40%, travel by October 31, 2027

      • Hotel Bennett (Charleston, SC): up to 35%, travel by August 31, 2027

      • The Inn at Middleton Place (Charleston, SC): 35% off 2+ nights, travel by August 31, 2027

      • Salamander Middleburg (Middleburg, VA): up to 35%, travel by August 31, 2027

  • Club Med (multiple destinations)

    • Offer: Up to 50% off eligible stays, plus up to $500 in extra instant savings per person per week

    • Book by: November 16, 2026

  • Viceroy Hotels and Resorts (multiple destinations)

    • Offer: Up to 35% off, plus a hotel or resort credit of up to $100 at select properties, with breakfast included at some. Property terms apply, including minimum stays, blackout dates, and cancellation policies

    • Book: November 10 to December 6, 2026

    • Full list: website

U.S. Northeast

  • The Newbury Boston (Boston, MA)

    • Offer: Book two consecutive nights and get the third night free. Blackout dates apply

    • Book by: December 3, 2026

    • Travel dates: through December 31, 2027

  • Winnetu (Martha's Vineyard, MA)

    • Offer: Stay 4 nights and pay for 3 (July 5 to 9, 2027), or stay 6 nights and pay for 5 (July 11 to 17, 2027)

    • Book by: November 30, 2026

  • The Lake House on Canandaigua (Canandaigua, NY) - opens November 17

    • Offer: 30% off accommodations, a reduced $20 per night resort fee, and two complimentary cocktails. Full nonrefundable prepayment, new reservations only, blackout dates apply

    • Book: November 17 to December 3, 2026

    • Travel dates: November 17, 2026 to April 28, 2027

U.S. West Coast

  • Hotel del Coronado (Coronado, CA)

    • Offer: 3rd night free (33% off) for winter 2026 and spring 2027 stays. Blackout dates apply

    • Book by: November 30, 2026

    • Travel dates: through March 3, 2027 (March 10 at The Views, The Cabanas, and The Victorian)

    • Offer: 4th night free (25% off) at Shore House and Beach Village. Blackout dates apply

    • Book by: December 26, 2026

    • Travel dates: April 18 to June 17, 2027

  • Appellation Healdsburg (Healdsburg, CA) - opens November 15

    • Offer: 30% off 2027 stays plus a $25 food and beverage credit. Availability restrictions and blackout dates may apply

    • Book: November 15 to December 3, 2026

Caribbean

  • Ambergris Cay (Turks and Caicos)

    • Offer: Stay 5 nights and get the 6th night free, plus a resort credit: $500 for bungalows, $600 for three-bedroom villas, $750 for four-bedroom villas and larger. 5-night minimum, new bookings only, not valid for groups

    • Book by: November 18, 2026

    • Travel dates: through December 25, 2027

  • Little Gem Resorts (St. John, USVI)

    • Offer: 4th night free in a One-Bedroom Ocean View Villa. Blackout dates January 16 to 23 and February 14 to 21, 2027

    • Book by: November 30, 2026

    • Travel dates: January 3 to February 27, 2027

  • Malliouhana (Anguilla) - opens November 17

    • Offer: 30% off the best available rate for stays of 4+ nights, plus a $200 resort credit. Blackout dates apply

    • Book: November 17 to December 1, 2026

    • Travel dates: June 1 to August 1, 2027

Europe

  • Cala Cuncheddi (Sardinia, Italy) - opens November 23

    • Offer: 50 euro credit per room for stays of 5+ nights, based on availability

    • Book: November 23 to December 4, 2026

    • Travel dates: 2027 season

Asia

  • Hotel The Mitsui Kyoto (Kyoto, Japan)

    • Offer: Stay 3 or more consecutive nights and get a Deluxe Room upgraded to a Deluxe Suite

    • Book: November 1 to 30, 2026

    • Travel dates: January 4 to February 28, 2027

OTHER CURRENT OFFERS

Multiple U.S. locations

  • The Ranch Malibu (CA) and The Ranch Hudson Valley (NY)

    • Offer: 15% to 25% off retreats, depending on the property and month of stay. New reservations only, blackout dates apply. Cannot be combined with other promotions or with my usual perks, and not available for corporate groups or buyouts

    • Book by: November 29, 2026

    • Travel dates: through November 30, 2027

Hawaii

  • The Royal Hawaiian, A Luxury Collection (Waikiki, HI)

    • Offer: $400 resort credit per stay, daily breakfast for two, and a waived resort experience fee. 3-night minimum. Credit can be used across the Waikiki Collection resorts

    • Book by: December 15, 2026

    • Travel dates: through December 22, 2027

EXPERIENCES

Multiple Destinations

  • Tours and experiences (multiple destinations)

    • Offer: 10% off, with no minimum spend

    • Book by: December 2, 2026

  • Small group trips (Japan, Peru, Morocco, and more)

    • Offer: Up to 20% off select trips

    • Book by: December 4, 2026

    • Travel dates: December 1, 2026 to December 14, 2027, except December 18, 2026 to January 3, 2027

  • Guided journeys (Egypt, Japan, and more)

    • Offer: Up to $3,000 per person off select 2027 small group, small jet, and private journeys, plus a $1,000 per person air credit when qualifying international flights are booked through the tour company. Excludes tailor-made journeys, villas, barge cruises, and some stays. Savings cannot be combined with the tour company's prepay discount

    • Book by: January 31, 2027

California

  • Disneyland Resort (Anaheim, CA) - website

    • Offer: 20% off 3- and 4-day 1-park tickets booked through a travel advisor. Three days: $340 total; four days: $384 total.

    • Sale opens: December 1, 2026

    • Book by: May 21, 2027

    • Travel dates: Valid from January 4, 2027. Tickets expire 13 days after first use or on May 27, 2027, whichever comes first. Park reservations required.

CRUISES

Worldwide (multiple regions)

  • Explora Journeys (multiple destinations)

    • Offer: Up to 40% savings with full payment at booking (non-refundable), or up to 30% savings with a 5% deposit and standard cancellation terms. All suite types on select journeys, new bookings only

    • Book by: December 1, 2026

  • Silversea (multiple destinations)

    • Offer: Up to 45% off select cruises, with the same savings in all suite categories. All-Inclusive and All-Inclusive Plus fares for 1 or 2 guests. Excludes World Cruises, Grand Voyages, and special combination voyages

    • Book: November 3 to December 7, 2026

  • Cunard (multiple destinations)

    • Offer: Up to 40% off launch fares, with fares from $999 per person (taxes and fees included), up to $200 onboard credit per stateroom, and a reduced, refundable 10% deposit. New bookings only, first two guests

    • Book: November 10 to December 7, 2026

    • Sailings: select voyages, January 2027 to June 2028

  • Crystal Cruises (multiple destinations)

    • Offer: Up to 40% off more than 200 voyages aboard Crystal Serenity and Crystal Symphony. First two guests only. Excludes full World Cruises and full Grand Journeys

    • Book: November 10 to December 2, 2026

    • Sailings: select voyages through 2029

  • Norwegian Cruise Line (multiple destinations)

    • Offer: Second Guest Free plus Free at Sea, or up to $1,000 off per stateroom on select sailings (90+ days out, 3+ nights). U.S. and Canada bookings, new bookings only, not available in guarantee categories. Applicable taxes, fees, onboard service charges, and optional packages may apply

    • Book: November 12 to 18, 2026

  • Sea Cloud (multiple destinations) - U.S. military members and veterans only

    • Offer: 15% off any new booking plus a $500 onboard credit per stateroom ($250 for single occupancy) on Sea Cloud II or Sea Cloud Spirit. Military ID or discharge papers required

    • Book: by November 25, 2026

  • Four Seasons Yachts (multiple destinations)

    • Offer: Double Food and Beverage Experience credit per suite on qualifying voyages. Voyages of 6 nights or less: $2,000 for Funnel and Loft Suites, $1,000 for other Signature and Residential Suites, and $600 for Ocean and Seaview Suites. Voyages of 7 nights or more: $4,000, $2,000, and $1,200. New reservations only, no cash value, cannot be combined with other promotions. Blackout voyages: December 20 and 27, 2026

    • Book by: December 31, 2026

    • Sailings: select voyages through April 30, 2027

  • Atlas Ocean Voyages (multiple destinations) - coming soon

    • Offer: Up to 55% off plus up to $2,000 air credit on select expeditions, new bookings only

    • Sale opens: November 24, 2026

Alaska and Caribbean

  • Ritz-Carlton Yacht Collection (Alaska and Caribbean)

    • Offer: Onboard credit per suite on select voyages. Alaska 2027: $500 to $1,000, and $1,000 to $2,000 on the May 12 and September 19 transpacific voyages. Caribbean: $250 to $3,000 by suite and voyage

    • Book: Alaska by September 19, 2027. Caribbean by April 11, 2027

    • Sailings: select departures, Alaska May 12 to September 19, 2027, Caribbean November 27, 2026 to April 11, 2027

Asia and South Pacific

  • Ritz-Carlton Yacht Collection (Asia and South Pacific)

    • Offer: For U.S. and Canada residents flying from select U.S. gateways. Top suite categories include round-trip business class air, a pre-voyage hotel night, and transfers. Other suite categories get preferred pricing on business class air, with hotel and transfers at extra cost

    • Book: by April 25, 2027

    • Sailings: select departures, November 20, 2026 to April 25, 2027

Polar and expedition (Antarctica, Galapagos, Alaska, and Greenland)

  • HX Expeditions (Antarctica, Galapagos, Alaska, and Greenland)

    • Offer: Up to 40% off. Galapagos up to 40%, Alaska and Greenland up to 35%, Antarctica up to 25%

    • Book: November 10 to December 2, 2026

    • Sailings: select departures, December 1, 2026 to March 31, 2028

Norway

  • Hurtigruten Original Coastal Express (Norway)

    • Offer: 50% off Original Coastal Express cruises when booked through a travel advisor. Double occupancy only, not valid on suites, and cannot be combined with other promotions or onboard credits

    • Book: November 1 to 30, 2026

    • Sailings: select departures, November 2026 to February 2027

How To Book

Rates are subject to availability, blackout dates may apply, and eligibility is confirmed when booking.

Existing clients can use this self-booking link to get your hotel booking squared away.

New clients can submit my Trip Design Form or send me a message below with the resort and rough dates you have in mind, and I will check availability and take care of the rest.