Relaxing Caribbean Cruises

Jun 06 - Jul 30 , 2026

Relaxing Caribbean Cruises

A Holland America Line® Caribbean cruise is unique because it blends tropical variety, cultural richness and effortless exploration in a way no other vacation really matches. You wake up each morning in a completely different world — one day turquoise water and white-sand beaches, the next day lush mountains, colonial towns and vibrant markets. The sea itself becomes part of the experience: warm breezes, dramatic sunsets and that unmistakable Caribbean blue following you everywhere.

Why You Should Cruise the Caribbean with Holland America

  • Convenient, flexible itineraries include more 9-plus-day sailings than any other cruise line.
  • Perfectly sized ships offer more space at the rail, diverse dining, quiet retreats and fun spaces for all ages.
  • Nearly all 2026-2027 Caribbean cruises include a day at their award-winning private island, RelaxAway, Half Moon Cay™.
  • Immersive shore excursions let you explore the islands as you wish.
  • Destination Dining™ includes fresh local flavors like Caribbean callaloo and other specialties made with locally sourced ingredients.
Travel Leaders Image
RelaxAway, Half Moon Cay™ Cabana

Special Offer: Travel by Sea Sale + Have It All

Book your Holland America Line voyage through our travel agency by July 30, 2026, to take advantage of the Travel by Sea Sale: up to $300 Onboard Credit when you book a Verandah stateroom or Suite on Caribbean cruises, free prepaid gratuities, free kids’ fares and 50% reduced deposit!

Plus, you can enhance your cruise vacation further with the cruise line’s popular Have It All package, which includes Shore Excursions, a Drink Package, Specialty Dining and Wi-Fi in one simple fare.

According to our cruise specialists:

“Our clients love the Have It All package. It’s easier to relax and enjoy the journey when you know that all the things you want — your favorite drinks, dining at the best restaurants on board, exploring the destinations on shore excursions — are already included in your fare.”

Why book your Holland America Line voyage through our travel agency?

  • We know Holland America Line, so we can help you choose the ship and itinerary that works best for you.
  • We use our extensive expertise to book experiences for you at each port that complement your passions.
  • We turn a “trip” into a proper vacationby handling all the details, from flights and transfers to organizing onboard dining and shore excursions.
  • We provide exclusive benefits on select cruises, including the services of a Distinctive Voyages Host, an invitation to a Private Welcome Reception and an Exclusive Shore Event.  

 Contact our travel agency to discuss all your exciting options.

 

Featured Sailings

Travel Leaders Image
Deck Walk

Travel Leaders Image
Falmouth, Jamaica

10-Day Western Caribbean: Greater Antilles, Belize & Mexico

Rotterdam
November 21, 2026

Fort Lauderdale, Florida; RelaxAway, Half Moon Cay™, Bahamas; Falmouth, Jamaica; Mahogany Bay, Roatan, Honduras; Belize City, Belize; Costa Maya, Mexico; Cozumel, Mexico; Fort Lauderdale, Florida

Verandah from $1,849 per person

★Agency Exclusive: Enjoy the services of a Distinctive Voyages Host, an invitation to a Private Welcome Reception and an Exclusive Shore Event: Heartbeat of Jamaica
Travel Leaders Image
Pinnacle Suite Balcony

7-Day Eastern Caribbean: Amber Cove & Bahamas 

Zuiderdam
November 28, 2026

Miami, Florida; RelaxAway, Half Moon Cay™, Bahamas; Amber Cove, Dominican Republic; Grand Turk, Turks & Caicos; Nassau, Bahamas; Miami, Florida

Verandah from $1,249 per person   

★Agency Exclusive: Up to $50 Shipboard Credit per stateroom 

Travel Leaders Image
Stingray, Grand Turk, Turks and Caicos

7-Day Eastern Caribbean: San Juan & St. Thomas

Zuiderdam
December 5, 2026

Miami, Florida; Grand Turk, Turks and Caicos; San Juan, Puerto Rico; St. Thomas, U.S.V.I.; RelaxAway, Half Moon Cay™, Bahamas; Miami, Florida

Verandah from $1,449 per person  

★Agency Exclusive: Up to $50 Shipboard Credit per stateroom 
Travel Leaders Image
Cozumel, Mexico

7-Day Western Caribbean: Greater Antilles & Mexico

Eurodam
December 5, 2026

Fort Lauderdale, Florida; RelaxAway, Half Moon Cay™, Bahamas; Ocho Rios, Jamaica; Georgetown, Cayman Islands; Cozumel, Mexico; Fort Lauderdale, Florida

Verandah from $1,349 per person

★Agency Exclusive: Up to $50 Shipboard Credit per stateroom 

Travel Leaders Image
Roseau, Dominica

11-Day Eastern Caribbean Holiday: Windward & Leeward Islands

Rotterdam
December 22, 2026

Fort Lauderdale, Florida; Philipsburg, Sint Maarten; Basseterre, St. Kitts & Nevis; Roseau, Dominica; Castries, St. Lucia; St. John’s, Antigua and Barbuda; St. Thomas, U.S.V.I.; RelaxAway, Half Moon Cay™, Bahamas; Fort Lauderdale, Florida

Verandah from $3,649 per person  

★Agency Exclusive: Enjoy the services of a Distinctive Voyages Host, an invitation to a Private Welcome Reception and an Exclusive Shore Event: Dominica Scenic Highlights 
Travel Leaders Image
Canaletto Restaurant 

14-Day Southern Caribbean: ABC & Windward Islands Holiday

Volendam
December 22, 2026

Fort Lauderdale, Florida; Key West, Florida; Oranjestad, Aruba; Charlotteville, Trinidad & Tobago; St. George’s, Grenada; Bridgetown, Barbados; Castries, St. Lucia; San Juan, Puerto Rico; RelaxAway, Half Moon Cay™, Bahamas; Fort Lauderdale, Florida

Vista Suite from $4,292 per person 

★Agency Exclusive: Up to $75 Shipboard Credit per stateroom

Travel by Sea Sale (“Offer”): Featured fares are per person based on double occupancy. Advertised fares include Taxes and Fees. Cruises available in connection with this Offer are subject to availability and Offer and its parts are available only while space is available. Offer is available for 1st/2nd guests in a stateroom on new bookings only. Offer and its parts are neither transferable nor redeemable for cash. Offer is applicable on select 2026–2027 departures and excludes Grand Voyages and any cruise lasting three days or less. Crew Appreciation: Receive free prepaid stateroom gratuities on board. Gratuities for other services, including bar, dining room, wine accounts, and Spa & Salon services, are not included. Free & Reduced Kids’ Fares: Additional guests 18 and under in a stateroom are eligible to travel with free and reduced fares when booked as a 3rd and/or 4th guest on select cruises. Cruise fare is $0. Price shown reflects all non-Government fees and expenses. Limit up to two free or reduced fares per eligible booking. Free and Reduced Fares for Kids are available only when booked with promotion code with a 1st/2nd guest promotion code. 50% Reduced Deposit is a reduced per-person booking deposit available for 1st/2nd guests in a stateroom on new bookings only for select cruises booked outside of the final payment date. Balance is due on final payment of the booking. Offer is available only on select cruises unless sold out or otherwise withdrawn. Standard refund and cancellation conditions apply. A deposit is required for all stateroom guests, and the amount of deposit varies, even if deposit is reduced per Offer. Onboard Credit is available only in the following amounts: US$75 per person (US$150 per stateroom) for guests booked on a 7-day Caribbean cruise in a Verandah stateroom or Suite; US$150 per person (US$300 per stateroom) for guests booked on a 9+ day Caribbean cruise in a Verandah stateroom or Suite. Limit: One (1) Onboard Credit per guest. Onboard Credit is in USD, is neither refundable nor transferable, and has no cash value. Onboard Credit expires at the end of the Eligible Cruise and may not be used in the Casino or on any other specified fees or items. Offer and/or its terms may be modified or withdrawn without prior notice. Offer expires on July 30, 2026. Other restrictions and exclusions may apply. 

Featured fares are in USD per person based on double occupancy (cruise or cruisetours only). Advertised fares include Taxes and Fees. Have It All amenities are subject to availability, available for new bookings only, available for 1st/2nd guests in a stateroom only, applicable only to the cruise portion of Alaska cruisetours, and neither transferable nor refundable. Have It All fares are applicable on select departures and exclude Grand Voyages and any cruise lasting three days or less.

Signature Beverage Package has a daily limit of 15 beverages, which includes all beverages priced at US$12 or less and beverage service charges. Beverage packages include non-alcoholic beverages such as sodas and specialty coffees. Guests must order beverages one at a time and be 21 years or older for alcoholic beverages. Sharing is not permitted. Management reserves the right to revoke the package if misused and refuse service for any reason, including service of alcoholic beverages to intoxicated guests. Package excludes purchases made in The Shops, from the mini-bar, through 24-hour room service, or on RelaxAway, Half Moon Cay™.

Specialty Dining is based on cruise duration and ship type. For 4- to 9-day cruises, guests will receive one night at Pinnacle Grill, Rudi’s Sel de Mer, Canaletto, or Tamarind. For ships without Rudi’s Sel de Mer or Tamarind, guests will receive one night at Pinnacle Grill or Canaletto. For 10- to 20-day cruises, guests will receive two nights: one night at Pinnacle Grill or Rudi’s Sel de Mer and one night at Canaletto or Tamarind. For ships without Rudi’s Sel de Mer or Tamarind, guests will receive two nights: one night at Pinnacle Grill and one night at Canaletto. For 21+ day cruises (excluding Grand Voyages), guests will receive three nights: one night at Pinnacle Grill, one night at Tamarind, and one night at Canaletto. For ships without Tamarind, guests will receive three nights: two nights at Pinnacle Grill and one night at Canaletto. Offer excludes Specialty Dining events in Pinnacle Grill or Tamarind such as Morimoto by Sea and Cellar Master Dinner. Reservations and dining times will be available to pre-reserve.

Shore Excursion offer is based on cruise duration and is per person, not per stateroom. For Alaska cruisetours and 4- to 9-day cruises, eligible guests will receive US$100 Shore Excursion Credit to apply toward their Shore Excursion purchase(s). For 10- to 20-day cruises, eligible guests will receive US$200 Shore Excursion Credit to apply toward their Shore Excursion purchase(s). For 21+ day cruises (excluding Grand Voyages), eligible guests will receive US$300 Shore Excursion Credit to apply toward their Shore Excursion purchase(s). Shore Excursion Credit must be used pre-cruise when applied toward an Alaska Cruisetour Land Excursion purchase. Shore Excursion Credit must be used on corresponding cruise and is non-refundable. Shore Excursion Credit can neither be redeemed for cash, airport transfers, or shuttles nor applied to a non–Shore Excursion item.

Surf Wi-Fi: Surf your favorite sites, including email, sports, news, and general browsing. All onboard Internet usage is subject to Holland America’s standard policies, which may limit browsing of some sites due to network security and bandwidth usage. Applications that use high bandwidth may be blocked and offerings are subject to change with or without notice. The plan can be activated on any device, but only one device can be actively connected at a time. Upgrades are available once on board for a single day, the remaining duration of the cruise, or adding more devices.  Ships’ Registry: The Netherlands.

Exclusive amenities: Sailing dates and amenities including exclusive shore events, are current at time of printing and are subject to change without notice. Amenities apply to 1st and 2nd passenger only. Offers are subject to availability, at time of booking, and may be altered or withdrawn at any time without notice.  Pricing and amenities will be confirmed at time of booking. Cancellations, refunds, and penalties are imposed by the cruise line. Amenities are specific to this cruise line and must be booked by one of our travel advisors. If space has been recalled or canceled by the cruise line, amenities cannot be applied. Contact our agency for additional information.

Terms, conditions and restrictions apply; pricing, availability, and other details subject to change and/ or apply to US or Canadian residents. Please confirm details and booking information with your travel advisor.

Travel Inspiration

When Volcanoes Wake Up: Travel to the World’s Great ‘Fire Mountains’

Adventure

When Volcanoes Wake Up: Travel to the World’s Great ‘Fire Mountains’
Aman At Sea’s Inaugural Season: Mediterranean and Caribbean

River or Ocean Cruises

Aman At Sea’s Inaugural Season: Mediterranean and Caribbean
3 Sandals Resorts Get $200 Million Glow Up in ‘Great Jamaica Comeback’
3 Sandals Resorts Get $200 Million Glow Up in ‘Great Jamaica Comeback’

Don't miss any Travel News or Limited Time Offers!

Subscribe to our Newsletter