26 days in United States, Caribbean & San Jose del Cabo Itinerary

26 days in United States, Caribbean & San Jose del Cabo Itinerary

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Route & dates

26 days in United States, Caribbean & San Jose del Cabo Itinerary

Start: Bengaluru, India
Fly:  31​h
1
Dorado, Puerto Rico
— 1 day
Drive:  30​min
2
San Juan, Puerto Rico
— 2 nights
Fly:  4​h 45​min
3
Grand Cul-de-Sac, St. Barthelemy
— 2 nights
Fly:  8​h
4
Soufriere, St. Lucia
— 2 nights
5
Montego Bay, Jamaica
— 2 nights
Fly:  8​h
6
Seven Mile Beach, Cayman Islands
— 3 nights
Fly:  15​h 30​min
7
San Jose del Cabo, Mexico
— 2 nights
Fly:  16​h 45​min
8
Kailua-Kona, United States
— 2 nights
Fly:  3​h 45​min
9
Kapolei, United States
— 2 nights
Fly:  28​h
End: Bengaluru, India

1
day
Dorado, Puerto Rico

Dorado ©
Dorado is a town and municipality in the northern coast of Puerto Rico (U.S.), 15mi west of San Juan and is located in the northern region of the island, bordering the Atlantic Ocean, north of Toa Alta, east of Vega Alta, and west of Toa Baja. On the 24th (Wed), enjoy the sand and surf at Playa Vega Baja, take in the architecture and atmosphere at Parroquia Nuestra Senora Del Rosario, and then tour the pleasant surroundings at Dorado Beach.

For other places to visit, traveler tips, maps, and more tourist information, use the Dorado day trip app .

Bengaluru, India to Dorado is an approximately 31-hour flight. Traveling from Bengaluru to Dorado, you'll gain 9 hours due to the time zone difference. Traveling from Bengaluru in April, you will find days in Dorado are little chillier (36°C), and nights are about the same (28°C). Wrap up your sightseeing on the 24th (Wed) early enough to drive to San Juan.

Things to do in Dorado

Outdoors Parks Beaches

Side Trip

Vega Baja
Find places to stay Apr 24 — 25:
Highlights from your plan
Dorado Beach ©
Dorado Beach
Playa Vega Baja ©
Playa Vega Baja
Parroquia Nuestra Senora Del Rosario ©

2
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
On the 25th (Thu), get to know the fascinating history of Old San Juan, then admire the masterpieces at Museo de Las Americas, and then appreciate the extensive heritage of San Juan National Historic Site. Here are some ideas for day two: get engrossed in the history at Cathedral of San Juan Bautista, admire the masterpieces at Museo de Arte de Puerto Rico, and then enjoy the sand and surf at Condado Beach.

To see more things to do, maps, and more tourist information, refer to the San Juan trip planner.

San Juan is very close to Dorado. In April, plan for daily highs up to 36°C, and evening lows to 28°C. Wrap up your sightseeing on the 26th (Fri) early enough to travel to Grand Cul-de-Sac.

Things to do in San Juan

Historic Sites Museums Outdoors
Find places to stay Apr 24 — 26:
Highlights from your plan
Old San Juan ©
Old San Juan
Condado Beach ©
Condado Beach
San Juan National Historic Site ©
San Juan National Historic Site

2
nights
Grand Cul-de-Sac, St. Barthelemy

Grand Cul-de-Sac ©
Family-friendly places like Colombier Beach and St. Jean Beach will thrill your kids. You'll enjoy a bit of beach vacationing at Grand Cul de Sac Beach and Anse de Grande Saline.

To see reviews, traveler tips, photos, and tourist information, use the Grand Cul-de-Sac trip itinerary planner .

Traveling by flight from San Juan to Grand Cul-de-Sac takes 5 hours. Finish up your sightseeing early on the 29th (Mon) so you can travel to Soufriere.

Things to do in Grand Cul-de-Sac

Outdoors Parks Beaches

Side Trips

St. Barthelemy, Gustavia, St. Jean
Find places to stay Apr 26 — 29:
Highlights from your plan
Colombier Beach ©
Colombier Beach
St. Jean Beach ©
St. Jean Beach
Grand Cul de Sac Beach ©
Grand Cul de Sac Beach

2
nights
Soufriere, St. Lucia

Soufriere ©
Home to some of Saint Lucia's landmark buildings and natural features, Soufriere provides travelers with an engaging and direct route into the center of island life.
Start off your visit on the 30th (Tue): take in the dramatic scenery at Diamond Falls Botanical Gardens, take your sightseeing to a higher altitude at Pitons, and then explore the activities along Anse Mamin. On your second day here, race across the water with a speed boat tour, get impressive views of La Soufriere Drive-In Volcano, then witness a stunning natural landmark at Sulphur Springs, and finally take in the exciting artwork at The Image Tree.

For maps, where to stay, other places to visit, and tourist information, you can read our Soufriere online day trip planner .

Fly from Grand Cul-de-Sac to Soufriere in 8 hours. April in Soufriere sees daily highs of 35°C and lows of 29°C at night. You will have some time to spend on the 2nd (Thu) before leaving for Montego Bay.

Things to do in Soufriere

Parks Nature Tours

Side Trip

St. Lucia
Find places to stay Apr 29 — May 2:
Highlights from your plan
Diamond Falls Botanical Gardens ©
Diamond Falls Botanical Gardens
Pitons ©
Pitons
Speed Boats Tours

2
nights
Montego Bay, Jamaica

Montego Bay ©
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
Escape the urban bustle at White Witch Golf Course and Doctor's Cave Beach. Do some cultural sightseeing at Rose Hall Great House and Greenwood Great House. There's still lots to do: contemplate the waterfront views at Martha Brae River and browse the different shops at Whitter Village Shopping Mall.

To see ratings, traveler tips, maps, and tourist information, go to the Montego Bay trip planner.

Getting from Soufriere to Montego Bay by flight takes about 17.5 hours. Other options: do a combination of flight and bus. The time zone difference when traveling from Soufriere to Montego Bay is minus 1 hour. In April, daytime highs in Montego Bay are 37°C, while nighttime lows are 28°C. You'll set off for Seven Mile Beach on the 3rd (Fri).

Things to do in Montego Bay

Outdoors Parks Shopping
Find places to stay May 2 — 5:
Highlights from your plan
White Witch Golf Course ©
White Witch Golf Course
Doctor's Cave Beach ©
Doctor's Cave Beach
Rose Hall Great House ©
Rose Hall Great House

3
nights
Seven Mile Beach, Cayman Islands

Start off your visit on the 6th (Mon): discover the deep blue sea with a scuba or snorkeling tour, explore the historical opulence of Pedro St. James National Historic Site, and then kick back and relax at Rum Point. Here are some ideas for day two: take an in-depth tour of Cayman Islands National Museum, enjoy the sand and surf at Seven Mile Beach, and then get up close to creatures of the deep with a dolphin and whale watching tour.

For more things to do, traveler tips, maps, and more tourist information, use the Seven Mile Beach day trip planner.

Traveling by flight from Montego Bay to Seven Mile Beach takes 8 hours. In May, daytime highs in Seven Mile Beach are 36°C, while nighttime lows are 29°C. Finish your sightseeing early on the 8th (Wed) so you can travel to San Jose del Cabo.

Things to do in Seven Mile Beach

Outdoors Tours Wildlife

Side Trips

Grand Cayman, George Town
Find places to stay May 5 — 8:
Highlights from your plan
Scuba & Snorkeling
Seven Mile Beach ©
Seven Mile Beach
Rum Point ©
Rum Point

2
nights
San Jose del Cabo, Mexico

Underdeveloped and unexplored for most of its history, San Jose del Cabo emerged as a major tourist destination in the 1970s, when a growing number of sun-and-sand visitors discovered the area's appealing beaches.
Relax by the water at Medano Beach and Chileno Beach. La Turquesa Jewelry and Art and Whimsical Cabo are good opportunities to explore the local culture. Change things up with these side-trips from San Jose del Cabo: Cabo San Lucas (Fishing Charters & Tours & Swim with Dolphins).

For traveler tips, ratings, reviews, and other tourist information, refer to the San Jose del Cabo trip itinerary site .

Use the Route module to find suitable travel options from Seven Mile Beach to San Jose del Cabo. You'll gain 2 hours traveling from Seven Mile Beach to San Jose del Cabo due to the time zone difference. Traveling from Seven Mile Beach in May, expect a bit cooler with lows of 23°C in San Jose del Cabo. Finish your sightseeing early on the 11th (Sat) to allow enough time to travel to Kailua-Kona.

Things to do in San Jose del Cabo

Outdoors Parks Beaches

Side Trip

Cabo San Lucas
Find places to stay May 8 — 11:
Highlights from your plan
Fishing Charters & Tours
Swim with Dolphins
Medano Beach ©
Medano Beach

2
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.
On the 12th (Sun), get up close to creatures of the deep with a dolphin and whale watching tour and then fulfill a lifelong dream with a swim-with-the-dolphins experience. Keep things going the next day: take an in-depth tour of Hulihe'e Palace, take an in-depth tour of H.N. Greenwell Store Museum, get engrossed in the history at Kona Coffee Living History Farm, then explore the wealth of natural beauty at Pu'uhonua O Honaunau National Historical Park, and finally look for gifts at Kona Joe Coffee.

For more things to do, other places to visit, photos, and more tourist information, you can read our Kailua-Kona online route planner .

The Route module can help you plan travel from San Jose del Cabo to Kailua-Kona. The time zone difference moving from Mountain Standard Time to Hawaii Standard Time is minus 3 hours. When traveling from San Jose del Cabo in May, plan for a bit cooler days in Kailua-Kona, with highs around 33°C, while nights are about the same with lows around 26°C. Wrap up your sightseeing on the 14th (Tue) to allow time to travel to Kapolei.

Things to do in Kailua-Kona

Tours Outdoors Wildlife

Side Trips

Kealakekua, Kona Coffee Living History Farm, Pu'uhonua O Honaunau National Historical Park
Find places to stay May 11 — 14:
Highlights from your plan
Swim with Dolphins
Dolphin & Whale Watching

2
nights
Kapolei, United States

Kapolei ©
Kapolei is a master-planned community in Honolulu County, Hawaii, United States, on the island of Oahu. Visit Sunset Beach Park and Ko Olina Lagoons for some beach relaxation. Attractions like Swim with Dolphins and Waimea Valley make great kid-friendly stops. Venture out of the city with trips to Pu’u O Mahuka Heiau State Monument (in Pupukea), Byodo-In Temple (in Kaneohe) and Shark Diving (in Haleiwa). The adventure continues: get some fabulous bargains at Waikele Premium Outlets.

For traveler tips, ratings, where to stay, and tourist information, read our Kapolei online trip builder .

You can fly from Kailua-Kona to Kapolei in 4 hours. Another option is to do a combination of bus and flight. Traveling from Kailua-Kona in May, you can expect nighttime temperatures to be little chillier in Kapolei, with lows of 23°C. Finish up your sightseeing early on the 16th (Thu) so you can travel back home.

Things to do in Kapolei

Outdoors Parks Tours

Side Trips

Haleiwa, Pu’u O Mahuka Heiau State Monument, Swim with Dolphins, Waikele Premium Outlets, Byodo-In Temple
Find places to stay May 14 — 16:
Highlights from your plan
Sunset Beach Park ©
Sunset Beach Park
Swim with Dolphins
Shark Diving

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