Pioneer Valley Travel

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Maui (39 offers included)

20-Day Allure Of Aloha Holiday
Roundtrip from Long Beach
from $10,854.00 (USD)
Per Person
Dec 17, 2025
through Jan 06, 2026
Nights: 20
Price Per Night:$542.70 (USD)
(based on double occupancy, for comparison only)
Dec 17, 2025 through Jan 06, 2026
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$10,854.00
Cat:A1
542.70 per night
from $28,344.00 (USD)
Per Person
Jan 21, 2026
through May 16, 2026
Nights: 115
Price Per Night:$246.47 (USD)
(based on double occupancy, for comparison only)
Jan 21, 2026 through May 16, 2026
Other Categories Starting At:
Inside
$28,344.00
Cat:IF
246.47 per night
Outside
$29,834.00
Cat:OZ
259.43 per night
Balcony
$37,594.00
Cat:BF
326.90 per night
Suite
$43,377.00
Cat:MY
377.19 per night
South Pacific: Kauai, Maui & Moorea
PAPEETE, FRENCH POLYNESIA to Honolulu, Hi
from $2,159.00 (USD)
Per Person
Jul 03, 2026
through Jul 15, 2026
Nights: 12
Price Per Night:$179.92 (USD)
(based on double occupancy, for comparison only)
Jul 03, 2026 through Jul 15, 2026
Treat yourself to the stunning beauty of the South Pacific and Hawaii on this 12-day cruise from Papeete to Honolulu. Immerse yourself in vibrant cultures against the backdrop of crystal-clear waters and tropical landscapes. Answer the call of Raiatea with a visit to Taputapuatea marae, a UNESCO World Heritage site steeped in ancient Polynesian history. Bask in Bora Bora’s turquoise waters during a snorkeling safari or a thrilling jet ski adventure.
Other Categories Starting At:
Inside
$2,159.00
Cat:IF
179.92 per night
Outside
$2,689.00
Cat:OF
224.08 per night
Balcony
$4,539.00
Cat:BF
378.25 per night
Suite
$10,209.00
Cat:SH
850.75 per night
from $6,109.00 (USD)
Per Person
Jan 27, 2026
through Mar 02, 2026
Nights: 33
Price Per Night:$185.12 (USD)
(based on double occupancy, for comparison only)
Jan 27, 2026 through Mar 02, 2026
Other Categories Starting At:
Inside
$6,109.00
Cat:IF
185.12 per night
Outside
$7,109.00
Cat:OE
215.42 per night
Balcony
$9,309.00
Cat:BF
282.09 per night
Suite
$10,854.00
Cat:MY
328.91 per night
17-Day Circle Hawaii
Vancouver, B.C., CA to San Diego, California, US
from $2,749.00 (USD)
Per Person
Oct 04, 2025
through Oct 21, 2025
Nights: 17
Ship: Koningsdam
Price Per Night:$161.71 (USD)
(based on double occupancy, for comparison only)
Oct 04, 2025 through Oct 21, 2025
Other Categories Starting At:
Inside
$2,749.00
Cat:N
161.71 per night
Outside
$3,349.00
Cat:F
197.00 per night
Balcony
$3,549.00
Cat:VH
208.76 per night
Suite
$5,584.00
Cat:BC
328.47 per night
Amenity Departure Dates
Culinary Collection
from $944.00 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$314.67 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
Grand Wailea, A Waldorf Astoria Resort is the ideal destination for a fabulous Hawai'i vacation. Situated on 40 acres of tropical gardens, the resort opens onto Maui's beautiful Wailea Beach, voted one of the best beaches in America.
17-Day Circle Hawaii
Roundtrip from Vancouver
from $3,424.00 (USD)
Per Person
Apr 07, 2027
through Apr 24, 2027
Nights: 17
Ship: Koningsdam
Price Per Night:$201.41 (USD)
(based on double occupancy, for comparison only)
Apr 07, 2027 through Apr 24, 2027
Other Categories Starting At:
Inside
$3,424.00
Cat:N
201.41 per night
Outside
$4,224.00
Cat:F
248.47 per night
Balcony
$4,624.00
Cat:VH
272.00 per night
Suite
$5,974.00
Cat:BC
351.41 per night
Alaska & South Pacific Gems
Vancouver to Papeete (Tahiti)
from $8,399.00 (USD)
Per Person
Sep 19, 2026
through Oct 19, 2026
Nights: 30
Ship: Riviera
Price Per Night:$279.97 (USD)
(based on double occupancy, for comparison only)
Sep 19, 2026 through Oct 19, 2026
Other Categories Starting At:
Inside
$8,399.00
Cat:F
279.97 per night
Outside
N/A
Balcony
$11,299.00
Cat:B4
376.63 per night
Suite
$16,599.00
Cat:PH3
553.30 per night
South Seas Mosaic
Los Angeles to Papeete (Tahiti)
from $5,249.00 (USD)
Per Person
Nov 26, 2025
through Dec 17, 2025
Nights: 21
Ship: Regatta
Price Per Night:$249.95 (USD)
(based on double occupancy, for comparison only)
Nov 26, 2025 through Dec 17, 2025
Other Categories Starting At:
Inside
N/A
Outside
$5,249.00
Cat:C1
249.95 per night
Balcony
$6,599.00
Cat:B2
314.24 per night
Suite
$9,499.00
Cat:PH3
452.33 per night
Transpacific Cruise
Brisbane, Australia to Seattle, Washington
from $2,854.33 (USD)
Per Person
Apr 14, 2026
through May 08, 2026
Nights: 25
Price Per Night:$114.17 (USD)
(based on double occupancy, for comparison only)
Apr 14, 2026 through May 08, 2026
Other Categories Starting At:
Inside
$2,854.33
Cat:ZI
114.17 per night
Outside
$3,194.83
Cat:3N
127.79 per night
Balcony
$4,524.83
Cat:3B
180.99 per night
Suite
N/A
Jan 08, 2027
through Jun 07, 2027
Nights: 149
Ship: Silver Dawn
Price Per Night:$661.74 (USD)
(based on double occupancy, for comparison only)
Jan 08, 2027 through Jun 07, 2027
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$98,600.00
Cat:CV
661.74 per night
Aston Maui Hill
Hotel Rating: 3 stars
from $574.67 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$191.56 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
This private oasis sits on a lushly landscaped slope overlooking the clear blue Pacific, just minutes from the resort area of Wailea.
The Westin Nanea Ocean Villas
Hotel Rating: 4.5 stars
from $1,014.67 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$338.22 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
Opened in April 2017, this newest luxury resort on Maui's North Ka'anapali Beach offers a choice of one-, two- and three-bedroom villas featuring signature Westin® touches.
Continental Explorer
Miami to Doha
from $60,599.00 (USD)
Per Person
Jan 06, 2027
through May 13, 2027
Nights: 127
Ship: Vista
Price Per Night:$477.16 (USD)
(based on double occupancy, for comparison only)
Jan 06, 2027 through May 13, 2027
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$60,599.00
Cat:B3
477.16 per night
Suite
$90,099.00
Cat:PH2
709.44 per night
from $5,309.00 (USD)
Per Person
May 18, 2026
through Jun 01, 2026
Nights: 9
Price Per Night:$589.89 (USD)
(based on double occupancy, for comparison only)
May 18, 2026 through Jun 01, 2026
10 Days, featuring: Honolulu
Around the World in 180 Days
Miami to London (Southampton)
from $87,099.00 (USD)
Per Person
Jan 06, 2027
through Jul 05, 2027
Nights: 180
Ship: Vista
Price Per Night:$483.88 (USD)
(based on double occupancy, for comparison only)
Jan 06, 2027 through Jul 05, 2027
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$87,099.00
Cat:B3
483.88 per night
Suite
$125,199.00
Cat:PH3
695.55 per night
Napili Shores by OUTRIGGER
Hotel Rating: 3 stars
from $427.33 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$142.44 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
Experience newly refurbished studios and one-bedroom condos in a private oceanfront setting. Every unit is fresh and new with custom furniture and bedding, plantation-style shutters, flat-screen LCD televisions and ceiling fans.
16-Day Hawaiian Islands
Roundtrip from San Francisco
from $1,749.00 (USD)
Per Person
Jan 29, 2026
through Feb 14, 2026
Nights: 16
Price Per Night:$109.31 (USD)
(based on double occupancy, for comparison only)
Jan 29, 2026 through Feb 14, 2026
Other Categories Starting At:
Inside
$1,749.00
Cat:IF
109.31 per night
Outside
$1,852.00
Cat:OZ
115.75 per night
Balcony
$2,399.00
Cat:BF
149.94 per night
Suite
$3,149.00
Cat:ME
196.81 per night
French Polynesia & Pacific Cruise
Los Angeles to Papeete
from $17,800.00 (USD)
Per Person
Jan 08, 2027
through Jan 30, 2027
Nights: 22
Ship: Silver Dawn
Price Per Night:$809.09 (USD)
(based on double occupancy, for comparison only)
Jan 08, 2027 through Jan 30, 2027
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$17,800.00
Cat:CV
809.09 per night
Sheraton Maui Resort & Spa
Hotel Rating: 4 stars
from $594.00 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$198.00 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
Located on 23 lush oceanfront acres at legendary Pu'u Keka'a on Ka'anapali Beach, the newly renovated Sheraton Maui Resort & Spa invites travelers to experience adventure, romance and family fun on the island of Maui.
Residence Inn Maui Wailea
Hotel Rating: 4 stars
from $565.00 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$188.33 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
Embrace Maui's heritage and culture while enjoying the very best modern amenities at this beautiful hotel.
Alaska & Hawaii: Kauai, Juneau, Kona & Maui
Vancouver, Canada to Honolulu, Hi
from $2,669.50 (USD)
Per Person
Jul 31, 2026
through Aug 16, 2026
Nights: 16
Price Per Night:$166.84 (USD)
(based on double occupancy, for comparison only)
Jul 31, 2026 through Aug 16, 2026
Breathtaking scenery and unforgettable adventure await on this 12-day vacation on Norwegian Spirit® from Vancouver to Honolulu. In Ketchikan, discover the vibrant native culture with a visit to the Totem Heritage Center or take a scenic floatplane tour over the Misty Fjords. At Icy Strait Point, feel the thrill of the world’s longest zipline, soaring above dense rainforests, or enjoy an intimate whale-watching excursion.
Other Categories Starting At:
Inside
$2,669.50
Cat:IF
166.84 per night
Outside
$3,419.50
Cat:OF
213.72 per night
Balcony
$5,669.50
Cat:BF
354.34 per night
Suite
$12,969.50
Cat:SH
810.59 per night
from $2,183.71 (USD)
Per Person
Sep 18, 2025
through Oct 01, 2025
Nights: 13
Price Per Night:$167.98 (USD)
(based on double occupancy, for comparison only)
Sep 18, 2025 through Oct 01, 2025
Experience the ultimate paradise cruise as you island-hop French Polynesia and Hawai'i aboard Norwegian Sun. Journey from Raiatea to nearby Tahaa to discover how vanilla is grown and black pearls are produced, then savor an island lunch and unwind on a picture-perfect beach.
Other Categories Starting At:
Inside
$2,183.71
Cat:IF
167.98 per night
Outside
$2,343.71
Cat:OC
180.29 per night
Balcony
$3,718.71
Cat:B4
286.05 per night
Suite
$3,323.71
Cat:MA
255.67 per night
The Sense Of Adventure
154 nights on board Seven Seas Mariner
from $105,899.00 (USD)
Per Person
Jan 10, 2026
through Jun 13, 2026
Nights: 154
Price Per Night:$687.66 (USD)
(based on double occupancy, for comparison only)
Jan 10, 2026 through Jun 13, 2026
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$105,899.00
Cat:F
687.66 per night
24-Day Mexico Riviera & Circle Hawaii
Roundtrip from San Diego
from $4,710.00 (USD)
Per Person
Jan 03, 2026
through Jan 27, 2026
Nights: 24
Price Per Night:$196.25 (USD)
(based on double occupancy, for comparison only)
Jan 03, 2026 through Jan 27, 2026
Other Categories Starting At:
Inside
N/A
Outside
$4,710.00
Cat:HH
196.25 per night
Balcony
$5,659.00
Cat:VH
235.79 per night
Suite
$10,149.00
Cat:SZ
422.88 per night
50-Day New Zealand & South Pacific Crossing Collector
Auckland, New Zealand to Seattle, Washington, US
from $9,574.00 (USD)
Per Person
Mar 01, 2026
through Apr 20, 2026
Nights: 50
Ship: Noordam
Price Per Night:$191.48 (USD)
(based on double occupancy, for comparison only)
Mar 01, 2026 through Apr 20, 2026
Other Categories Starting At:
Inside
$9,574.00
Cat:N
191.48 per night
Outside
$10,824.00
Cat:HH
216.48 per night
Balcony
$13,144.00
Cat:VH
262.88 per night
Suite
N/A
16-Day Hawaiian Islands
Roundtrip from Los Angeles
from $1,799.00 (USD)
Per Person
Nov 18, 2025
through Dec 04, 2025
Nights: 16
Price Per Night:$112.44 (USD)
(based on double occupancy, for comparison only)
Nov 18, 2025 through Dec 04, 2025
Other Categories Starting At:
Inside
$1,799.00
Cat:IF
112.44 per night
Outside
$1,903.00
Cat:OZ
118.94 per night
Balcony
$2,549.00
Cat:BF
159.31 per night
Suite
$3,399.00
Cat:ME
212.44 per night
OUTRIGGER Honua Kai Resort & Spa
Hotel Rating: 4.5 stars
from $811.00 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$270.33 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
Situated on world-famous Kaanapali North Beach, OUTRIGGER Honua Kai Resort & Spa provides an unparalleled level of service and all the amenities of a luxury resort with expansive one-, two- and three-bedroom suites.
from $2,649.00 (USD)
Per Person
Oct 05, 2026
through Nov 03, 2026
Nights: 28
Price Per Night:$94.61 (USD)
(based on double occupancy, for comparison only)
Oct 05, 2026 through Nov 03, 2026
Other Categories Starting At:
Inside
$2,649.00
Cat:IF
94.61 per night
Outside
$2,819.00
Cat:OW
100.68 per night
Balcony
$3,739.00
Cat:BF
133.54 per night
Suite
$4,767.00
Cat:S8
170.25 per night
16-Day Hawaiian Islands
Roundtrip from Los Angeles
from $2,299.00 (USD)
Per Person
Oct 06, 2025
through Oct 22, 2025
Nights: 16
Price Per Night:$143.69 (USD)
(based on double occupancy, for comparison only)
Oct 06, 2025 through Oct 22, 2025
Other Categories Starting At:
Inside
$2,299.00
Cat:IF
143.69 per night
Outside
$2,423.00
Cat:OZ
151.44 per night
Balcony
$3,149.00
Cat:BF
196.81 per night
Suite
$3,424.00
Cat:MY
214.00 per night
from $9,719.00 (USD)
Per Person
Jan 21, 2026
through Mar 22, 2026
Nights: 59
Price Per Night:$164.73 (USD)
(based on double occupancy, for comparison only)
Jan 21, 2026 through Mar 22, 2026
Other Categories Starting At:
Inside
$9,719.00
Cat:IF
164.73 per night
Outside
$11,069.00
Cat:OE
187.61 per night
Balcony
$14,969.00
Cat:BF
253.71 per night
Suite
$17,802.00
Cat:MY
301.73 per night
Montage Kapalua Bay
Hotel Rating: 4.5 stars
from $1,311.67 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$437.22 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
Montage Kapalua Bay is an unparalleled collection of two- and three-bedroom luxury villas nestled on the shores of Kapalua Bay in northwest Maui.
from $6,709.00 (USD)
Per Person
Jun 17, 2027
through Aug 05, 2027
Nights: 49
Price Per Night:$136.92 (USD)
(based on double occupancy, for comparison only)
Jun 17, 2027 through Aug 05, 2027
Other Categories Starting At:
Inside
$6,709.00
Cat:IF
136.92 per night
Outside
$7,189.00
Cat:OZ
146.71 per night
Balcony
$10,369.00
Cat:BF
211.61 per night
Suite
N/A
16-Day Hawaiian Islands
Roundtrip from Los Angeles
from $1,699.00 (USD)
Per Person
Feb 04, 2026
through Feb 20, 2026
Nights: 16
Price Per Night:$106.19 (USD)
(based on double occupancy, for comparison only)
Feb 04, 2026 through Feb 20, 2026
Other Categories Starting At:
Inside
$1,699.00
Cat:IF
106.19 per night
Outside
$1,797.00
Cat:OZ
112.31 per night
Balcony
$2,399.00
Cat:BF
149.94 per night
Suite
$3,449.00
Cat:ME
215.56 per night
South Pacific Dreams
14 nights on board Seven Seas Mariner
from $10,499.00 (USD)
Per Person
Feb 01, 2026
through Feb 15, 2026
Nights: 14
Price Per Night:$749.93 (USD)
(based on double occupancy, for comparison only)
Feb 01, 2026 through Feb 15, 2026
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$10,499.00
Cat:H
749.93 per night
Aston Kaanapali Shores
Hotel Rating: 3.5 stars
from $296.67 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$98.89 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
This condominium resort on Ka'anapali Beach combines the comfort and convenience of a condominium with hotel-caliber services.
Maui Kaanapali Villas
Hotel Rating: 3.5 stars
from $444.00 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$148.00 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
Set on 11 acres of exotic tropical gardens in the heart of the Kaanapali Resort area on one of the finest stretches of Kaanapali Beach.
Royal Kahana Maui by OUTRIGGER
Hotel Rating: 2.5 stars
from $363.33 (USD)
Per Person
Sep 07, 2025
through Sep 10, 2025
Nights: 3
Price Per Night:$121.11 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 10, 2025
Comfort and value take center stage at the spacious vacation condominiums at the Royal Kahana by Outrigger.
South Pacific: Kauai, Kona & Maui
Honolulu, Hi to PAPEETE, FRENCH POLYNESIA
from $2,057.00 (USD)
Per Person
Nov 05, 2026
through Nov 17, 2026
Nights: 12
Price Per Night:$171.42 (USD)
(based on double occupancy, for comparison only)
Nov 05, 2026 through Nov 17, 2026
Sail through the South Pacific on a 12-day journey on board Norwegian Sun with stops in Hawai’i and French Polynesia. Find out why Kauai is known as "The Green Island" as you hike through its lush greenery and relax on idyllic beaches. Then, visit Raiatea the second-largest island in French Polynesia. Walk into the past and spend a whole day discovering how Polynesians migrated throughout the Pacific from this sacred island.
Other Categories Starting At:
Inside
$2,057.00
Cat:IF
171.42 per night
Outside
$2,577.00
Cat:OF
214.75 per night
Balcony
$4,317.00
Cat:BF
359.75 per night
Suite
$9,977.00
Cat:SH
831.42 per night