Bermuda Vacations
Bermuda Night Life
Bermuda Beach Vacations
Bermuda Vacations

Bermuda Vacations

Bermuda's beaches are legendary, but beyond the pink sand you'll find a mid-Atlantic island packed with a rare combination of experiences. Go sailing or shipwreck diving, explore ancient caves and subterranean lakes, uncover British colonial heritage in the island's historic towns, celebrate with Gombey dancers, feast on one of the world's best fish sandwiches and wash it all down with one of the island's signature rum-based drinks.

Splash Sale - Up to 30% OFF

All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more
  • Bermuda Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

    All-Inclusive - This resort is set on a lushly landscaped estate with several ancient caves along the water's edge.

    • Superior Ocean View
    • Up to two Kids 16 & younger stay FREE

    3 nights with flight from $724+

    Boston, MA (BOS) departures, valid for travel 11/12/18

  • Bermuda Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    Set on a pristine pink-sand beach, this elegant resort couples old-world British charm with modern amenities.

    • Moderate King
    • Exclusive $100 Off per booking
    • 3rd night FREE
    • Ask about Kids stay FREE

    3 nights with flight from $745+

    Boston, MA (BOS) departures, valid for travel 11/12/18

  • Bermuda Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Overlooking picturesque Hamilton Harbour, this unique all-suite resort is the sparkling jewel of luxury resorts in Bermuda.

    • Deluxe
    • Exclusive $100 Off per booking
    • One round of golf per person at Belmont Hills

    3 nights with flight from $876+

    Boston, MA (BOS) departures, valid for travel 11/12/18

  • Bermuda Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    Neslted on a spectacular peninsula with endless views, this resort offers luxuriously appointed cottage rooms and pool suites.

    • Harbour View
    • Adults Only (13+)
    • Daily breakfast

    3 nights with flight from $903+

    Boston, MA (BOS) departures, valid for travel 11/12/18

  • Bermuda Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This intimate luxury resort features luxurious accommodations nestled amid 50 acres of landscaped gardens.

    • Lanai
    • Ask about Kids stay FREE

    3 nights with flight from $1041+

    Boston, MA (BOS) departures, valid for travel 11/12/18

  • Bermuda Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This beautiful resort overlooking the sparkling waters of the Atlantic Ocean, features beautifully appointed guest rooms.

    • Deluxe Garden - King
    • Kids 18 & younger stay FREE

    3 nights with flight from $1259+

    Boston, MA (BOS) departures, valid for travel 11/12/18

  • Bermuda Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This resort exudes an air of serene sophistication, with accommodations decorated in a classic British seaside style.

    • Ocean View Poolside King
    • Ask about Kids stay FREE

    3 nights with flight from $2259+

    Boston, MA (BOS) departures, valid for travel 11/12/18

Bermuda Splash Sale: Valid on new bookings made 9/25 – 10/16/18 for travel 9/25/18 – 4/30/19 at participating resorts. Offer and minimum night stays vary by resort. Not combinable with other offers. Taxes, service charges and additional guest charges are additional. Blackout dates may apply. Offer not valid on Group bookings. Offer based on availability and may be changed or canceled at any time without notice.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]