48 days in Hawaii & Caribbean Itinerary

48 days in Hawaii & Caribbean Itinerary

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Route & dates

48 days in Hawaii & Caribbean Itinerary

Start: Palma de Mallorca, Spain
Fly:  27​h
1
Honolulu, United States
— 9 nights
Fly:  2​h 15​min
2
Lihue, United States
— 8 nights
Fly:  2​h 30​min
3
Kailua-Kona, United States
— 7 nights
Fly:  4​h
4
Lahaina, United States
— 5 nights
Drive + Fly:  22​h 15​min
5
Oranjestad, Aruba
— 4 nights
+2
Fly + Taxi + Shuttle:  4​h
6
Punta Cana, Dominican Republic
— 5 nights
Fly:  4​h 30​min
7
San Juan, Puerto Rico
— 7 nights
Fly:  13​h 45​min
End: Palma de Mallorca, Spain

9
nights
Honolulu, United States

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Eschew the tourist crowds and head to Manoa Falls and Swim with Dolphins. We've included these beaches for you: Lanikai Beach and Sharks Cove. Venture out of the city with trips to Byodo-In Temple (in Kaneohe), Kailua (Lanikai Pillboxes & Kailua Beach Park) and Turtle Bay Beach (in Kahuku). There's much more to do: explore and take pictures at Makapuu Lighthouse Trail, kick back and relax at Laniakea Beach, stroll through Sunset Beach Park, and test your team's savvy at popular escape rooms.

To see other places to visit, more things to do, where to stay, and other tourist information, use the Honolulu trip itinerary planner.

Palma de Mallorca, Spain to Honolulu is an approximately 27-hour flight. The time zone difference when traveling from Palma de Mallorca to Honolulu is minus 11 hours. Traveling from Palma de Mallorca in June, Honolulu is a bit warmer at night with lows of 27°C. Finish up your sightseeing early on the 8th (Thu) so you can travel to Lihue.

Things to do in Honolulu

Outdoors Parks Beaches

Side Trips

Haleiwa, Kailua, Byodo-In Temple, Waimanalo Beach, Swim with Dolphins
Find places to stay Jun 28 — Jul 8:
Highlights from your plan
Swim with Dolphins
Kailua Beach Park ©
Kailua Beach Park
Lanikai Beach ©
Lanikai Beach

8
nights
Lihue, United States

Lihue ©
Lihue or Līhue is an unincorporated census-designated place (CDP) and the county seat of Kauai County, Hawaii. Step out of the city life by going to Poipu Beach Park and Scuba & Snorkeling. Relax by the water at Ke'e Beach and Kalapaki Beach. Explore Lihue's surroundings by going to Princeville (Pali Ke Kua Beach (Hideaway s Beach) & Queen's Bath), Na Pali Coast State Park (in Wainiha) and Hanalei (Hanalei Valley Lookout & Hanalei Beach). The adventure continues: tour the pleasant surroundings at Kauai Path, kick back and relax at Anini Beach, trek along Kalalau Trail, and take in the dramatic scenery at Wailua Falls.

For traveler tips, maps, and other tourist information, go to the Lihue journey maker site .

You can fly from Honolulu to Lihue in 2.5 hours. In July in Lihue, expect temperatures between 34°C during the day and 27°C at night. Finish up your sightseeing early on the 16th (Fri) so you can travel to Kailua-Kona.

Things to do in Lihue

Parks Outdoors Beaches

Side Trips

Kauai, Poipu, Kapaa, Hanalei, Koloa
Find places to stay Jul 8 — 16:
Highlights from your plan
Wailua Falls ©
Wailua Falls
Ke'e Beach ©
Ke'e Beach
Na Pali Coast State Park ©
Na Pali Coast State Park

7
nights
Kailua-Kona, United States

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Eschew the tourist crowds and head to Mauna Kea and Saddle Road. Your itinerary includes some good beach time at Hapuna Beach State Recreation Area and Manini'owali Beach (Kua Bay). Explore Kailua-Kona's surroundings by going to Punalu‘U Beach (in Pahala), Papakōlea Green Sand Beach (in Naalehu) and Royal Kona Coffee Center (in Captain Cook). Next up on the itinerary: fulfill a lifelong dream with a swim-with-the-dolphins experience, explore the wealth of natural beauty at Kaloko-Honokohau National Historical Park, admire the verdant scenery at Pololu Valley Lookout, and discover the deep blue sea with a scuba or snorkeling tour.

Quickly create a custom-made itinerary for Kailua-Kona using our trip planner.

Getting from Lihue to Kailua-Kona by flight takes about 2.5 hours. In July in Kailua-Kona, expect temperatures between 35°C during the day and 28°C at night. Finish your sightseeing early on the 23rd (Fri) to allow enough time to travel to Lahaina.

Things to do in Kailua-Kona

Parks Nature Outdoors

Side Trips

Island of Hawaii, Hawaii Tropical Botanical Garden, Pu'uhonua O Honaunau National Historical Park, Punalu‘U Beach, Hapuna Beach State Recreation Area
Find places to stay Jul 16 — 23:
Highlights from your plan
Kayaking & Canoeing
Punalu‘U Beach ©
Punalu‘U Beach
Hapuna Beach State Recreation Area ©

5
nights
Lahaina, United States

Lahaina ©
Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
You'll enjoy a bit of beach vacationing at Napili Beach and Ho'okipa Beach Park. You'll explore the less-touristy side of things at Zipline and River Rafting & Tubing. Explore Lahaina's surroundings by going to Kihei (Kamaole Beach Park II & Kamaole Beach Park III), Wailea (Wailea Beach, Ulua Beach, & more) and Iao Valley (in Wailuku). And it doesn't end there: glide through the air with a parasailing or paragliding tour, don't miss a visit to Hale Pa'ahao - Old Lahaina Prison, hike along Kapalua Coastal Trail, and kick back and relax at Kapalua Beach.

To see where to stay, maps, other places to visit, and more tourist information, read our Lahaina route planner .

Traveling by flight from Kailua-Kona to Lahaina takes 4 hours. Alternatively, you can do a combination of taxi, flight, and bus; or do a combination of flight and bus. July in Lahaina sees daily highs of 35°C and lows of 26°C at night. Wrap up your sightseeing on the 28th (Wed) to allow time to travel to Oranjestad.

Things to do in Lahaina

Outdoors Parks Beaches

Side Trips

Wailea, Kihei, Kapalua, Ho'okipa Beach Park, Parasailing & Paragliding
Find places to stay Jul 23 — 28:
Highlights from your plan
Napili Beach ©
Napili Beach
Zipline
Kamaole Beach Park II ©
Kamaole Beach Park II

4
nights
Oranjestad, Aruba

When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
You'll enjoy a bit of beach vacationing at Arashi Beach and Boca Catalina. Discover out-of-the-way places like The Butterfly Farm and Off-Road Tours. There's much more to do: stroll through Malmok Beach, get interesting insight from Tours, look for all kinds of wild species at Wildlife Areas, and take in the dramatic natural features at Natural Pool.

To find other places to visit, ratings, photos, and more tourist information, read our Oranjestad itinerary planner .

Use the Route module to find suitable travel options from Lahaina to Oranjestad. Traveling from Lahaina to Oranjestad, you'll lose 6 hours due to the time zone difference. Expect somewhat warmer evenings in Oranjestad when traveling from Lahaina in July, with lows around 31°C. Finish up your sightseeing early on the 2nd (Mon) so you can travel to Punta Cana.

Things to do in Oranjestad

Outdoors Parks Tours

Side Trips

Palm - Eagle Beach, Noord, Donkey Sanctuary Aruba, Arashi Beach
Find places to stay Jul 29 — Aug 2:
Highlights from your plan
Scuba & Snorkeling
Arashi Beach ©
Arashi Beach
Malmok Beach ©
Malmok Beach

5
nights
Punta Cana, Dominican Republic

In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Escape the urban bustle at Hoyo Azul and Speed Boats Tours. Visit Juanillo Beach and Public Beach Playa Dominicus for some beach relaxation. Get out of town with these interesting Punta Cana side-trips: Bayahibe (Nature & Wildlife Tours, Scuba & Snorkeling, & more) and Altos de Chavon (in La Romana). There's more to do: try your luck at Hard Rock Casino Punta Cana.

To see ratings, traveler tips, where to stay, and tourist information, refer to the Punta Cana online travel planner .

Traveling by combination of flight and shuttle from Oranjestad to Punta Cana takes 4 hours. Alternatively, you can fly. August in Punta Cana sees daily highs of 37°C and lows of 29°C at night. Wrap up your sightseeing on the 7th (Sat) to allow time to travel to San Juan.

Things to do in Punta Cana

Parks Outdoors Nature

Side Trips

Bayahibe, Altos de Chavon
Find places to stay Aug 2 — 7:
Highlights from your plan
Scuba & Snorkeling
Juanillo Beach ©
Juanillo Beach
Nature & Wildlife Tours

7
nights
San Juan, Puerto Rico

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Step off the beaten path and head to Kayaking & Canoeing and Climbing Tours. Get in touch with nature at Canyoning & Rappelling Tours and Palomino Island. Explore the numerous day-trip ideas around San Juan: Scuba & Snorkeling (in Fajardo), Carabali Rainforest Park (in Luquillo) and Zipline (in Rio Grande). And it doesn't end there: trot along with a tour on horseback, indulge in some culinary diversions at a local gastronomic tour, brush up on your knowledge of spirits at Casa Bacardi, and take in the dramatic scenery at Cascada La Mina (La Mina Falls).

To see other places to visit, where to stay, traveler tips, and tourist information, read San Juan travel planner.

Getting from Punta Cana to San Juan by flight takes about 4.5 hours. Other options: do a combination of shuttle and flight; or do a combination of bus and ferry. In August, daytime highs in San Juan are 37°C, while nighttime lows are 30°C. Finish your sightseeing early on the 14th (Sat) to allow enough time to travel back home.

Things to do in San Juan

Tours Outdoors Nature

Side Trips

Fajardo, Zipline, Horseback Riding Tours, Casa BACARDI Puerto Rico, Cascada La Mina (La Mina Falls)
Find places to stay Aug 7 — 14:
Highlights from your plan
Climbing Tours
Zipline
Horseback Riding Tours

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